Crossed and linked histories of tetrapyrrolic macrocycles and their use for engineering pores within sol-gel matrices

Molecules

Volumn 18, Issue 1, 2013, Pages 588-653

  García Sánchez, Miguel A ^a   Rojas González, Fernando ^a   Menchaca Campos, E Carmina ^b   Tello Solís, Salvador R ^a   Quiroz Segoviano, R Iris Y ^a   Diaz Alejo, Luis A ^a   Salas Bañales, Eduardo ^a   Campero, Antonio ^a  

^a DEPARTAMENTO DE QUÍMICA   (Mexico)

^b UNIVERSIDAD AUTÓNOMA DEL ESTADO DE MORELOS   (Mexico)

Author keywords

Alkoxide; Phthalocyanine; Pore size; Porphyrin; Silica; Sol gel; Specific surface; Tetrapyrrole macrocycles

Indexed keywords

PHOTOSENSITIZING AGENT; TETRAPYRROLE DERIVATIVE;

CHEMISTRY; GEL; HISTORY; PHASE TRANSITION; PHOTOCHEMOTHERAPY; POROSITY; REVIEW; SYNTHESIS;

GELS; HISTORY, 19TH CENTURY; HISTORY, 20TH CENTURY; PHASE TRANSITION; PHOTOCHEMOTHERAPY; PHOTOSENSITIZING AGENTS; POROSITY; TETRAPYRROLES;

MLCS; MLOWN;

EID: 84872867437     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules18010588     Document Type: Review

References (452)

1. Moore, M.R. An Historical Introduction to Porphyrin and Chlorophyll Synthesis, Chapter I. In Tetrapyrroles: Birth, Life and Death; Warren, M.J., Smith, A.G., Eds.; Landes Bioscience and Springer Science+Business Media: Austin, TX, USA, 2009.
2. Pelletier, J.; Caventou, J.B. Sur la Matiere Verte des Feuilles. Ann. Chim. Phys. Ser. 1818, 2, 194-196.
3. Verdeil, F. Recherches sur la Matiére Coloranre Verte des Plantes et sur la Matiére Rouge du Sang. Compt. Rend. Acad. Sci. (París) 1851, 33, 689.
4. Hunfeld, F.L. Der Chemismus in der Thierischen Organisation; Brockhaus: Leipzig, Germany, 1840; pp. 158-163.
5. Scherer, J. Chemische-Physiologische Untersuchungen. Ann. Chern. Phar. 1841, 40, 1-64.
6. Mulder, G.H. Uber Eisenfreises Hamatin. J. Prakr. Chern. 1844, 32, 186-197.
7. Thudichum, J.L.W. Report on Researches Intended to Promote an Improved Chemical Identification of Disease; 10th Report of The Medical Officer; Privy Council, H.M.S.O.: London, UK, 1867; pp. 152-233.
8. Hoppe-Seyler, F. Ueber das Verhalten des Blutfarbstoffes im Spectrum des Sonnenlichtes. Virchows Arch. 1862, 23, 446-449.
9. Hoppe-Seyer, F. Über die Chemischen und Optischen Eigenschaftern des Blutsfarbstoffs. Arch. F. Path. Anat. U. Physiol. (Virchow's Archiv) 1864, 29, 233-235.
10. Hoppe-Seyler, F. Über die Oxydation in Lebendem Blute. Med-chem Untersuch Lab. 1866, 1, 133-140.
11. Hoppe-Seyler, F. Beitrage zur Kenntniss des Blutes des Menscheu und der Wirbelthiere Das hamatin. Tubinger Med. Chem. Untersuchungen 1871, 4, 523-533.
12. Hoppe-Seyler, F. Über das Chlorophyll der Hamen. Physiol. Chem. 1879, 3, 339-341.
13. Teichmann, L. Üeber die Krystallisation des Organischen Bestandtheile des Blutes. Zeitschr. F Rat. Med. 1853, 3, 375-388.
14. Schalfejef, M. Preparation of Haemin. J. Soc. Phys. Chim. Russe 1885, 30.
15. Nencki, M.; Zaleski, J. Untersuchungen uber den Bluffarbstoff. Z. Physiol. Chem. 1900, 30, 384-435.
16. Mac Munn, C.A. Researches on Myohaematin and the Histohaematins. Phil. Trans. R. Soc. London 1886, 177, 267-298.
17. Keilin, D. A Comparative Study of Turacin and Haematin and its Bearing on Cytochrome. Proc. R. Soc. Lond. Ser. B 1926, 100, 129-151.
18. Piloty, O. The Constitution of Coloured Components of the Blood Pigments. Justus Liebigs Ann. Chem. 1910, 377, 314-369.
19. Küster, W. Beitrage zur Kenntnis des Bilirubins und Hämins. Hoppe-Seyler's Z. Physiol. Chern. 1912, 82, 463-483.
20. Küster, W. Über den Chemismus der Porphyrinbildung und die Konstitution des Hämin. Hoppe-Seyler's Z. Physiol. Chem. 1927, 163, 267-283.
21. Hoppe-Seyler, F. Weitere Mittheilungen Über die Eigenschaftern des Blutsfarbstoffs. Physiol. Chem. 1880, 4, 193-203.
22. Soret, J.L. Analyse spectrale: Sur le Spectre d'Absorption du Sang dans la Partie Violette et Ultra-Violette. Compt. Rend. 1883, 97, 1269-1270.
23. Gamgee, A. Hemoglobin; its Compounds and the Principal Products of its Decompositions. In Textbook of Physiology; Schäfer: Edinburgh and London, UK, 1898; Volume 1, pp. 185-260.
24. Willstätter, R.; Hocheder, F. Über die Einwirkung von Säiuren und Alkalien auf Chlorophyll. Ann Chem. 1907, 354, 205-258.
25. Willstätter, R. Utzinger M., Untersuchungen über Chlorophyll; über die ersten Umwandlungen des Chlorophylls. Ann. Chem. 1911, 382, 129-194.
26. Willstätter, R.; Stoll, A. Untersuchungen uber Chlorophyll; Julius Springer: Berlin, Germany, 1913.
27. Fischer, H.; Putzer, B. Natural porphyrin. XIX. Announcement. The Transfer of Hemanine in Protoporphyrin and it's New Illustration of Mesoporphyrin. Z. Physiol. Chem. 1926, 154, 39-63.
28. Fischer, H.; Zeile, K. Synthesis of the Hamatoporphyrine Protoporphyrin and Hamin. Ann. Chem. 1929, 468, 98-116.
29. Fischer, H.; Treibs, A.; Zeile, K. Information on Hamins, Hamatins and Protoporphyrins. Z. Physiol. Chem. 1930, 193, 138-166.
30. Fischer, H.; Goldschmidt, M.; Nüssler, W. The Synthesis of Tetramethyl-Tetraporpyl-Porphine I-IV and Octapropyl-Porphin. Ann. Chem. 1931, 486, 1-54.
31. Fischer, H.; Hierneis, J. The New Synthesis of Coproporphyrin III and Coprorhodin II. Z. Physiol. Chem. 1931, 195, 155-168.
32. Fischer, H.; Kürzinger, A. Bilirrubin pigment and coproporphyrin IV. Z. Physiol. Chem. 1931, 195, 213-240.
33. Fischer, H.; Orth, H. Die Chemie des Pyrrols, I; Akad. Verlagsges: Leipzig, Germany, 1937.
34. Fischer, H.; Stern, A. Die Chemie des Pyrrols, II; Band, Pyrrolfarbstoffe, 2. Akademische Verlagsgesellschaft: Leipzig, Germany, 1940.
35. Perutz, M.F.; Rossmann, M.G.; Cullis, A.F.; Muirhead, H. Structure of Haemoglobin: A Three-dimensional Fourier Synthesis at 5.5 Å. Resolution by X-Ray Analysis. Nature 1960, 185, 416-422.
36. Perutz, M.F.; Dickerson, R.E.; Strandberg, B.E. Structure of Myoglobin: A Three-Dimensional Fourier Synthesis at 2 Å. Resolution. Nature 1960, 185, 422-427.
37. Perutz, M.F.; Fermi, G.; Luisi, B. Stereochemistry of Cooperative Mechanism in Hemoglobin. Acc. Chem. Res. 1987, 20, 309-321.
38. Kendrew, J.C.; Bodo, G.; Dintzis, H.M. A Three-Dimensional Model of the Myoglobin Molecule Obtained by X-Ray Analysis. Nature 1958, 81, 662-666.
39. Kendrew, J.C.; Dickerson, R.E.; Strandberg, B.E. Structure of Myoglobin 3-Dimensional Fourier Synthesis at 2 A Resolution. Nature 1960, 185, 422-427.
40. Woodward, R.B.; Ayer, W.A.; Beaton, J.M.; Bickelhaupt, F.; Bonnet, R.; Buchschacher, P.; Closs, G.L.; Dutler, H.; Hannah, J.; Hauck, F.P.; et al. The Total Synthesis of Chlorophyll. J. Am. Chem. Soc. 1960, 82, 3800-3802.
41. Woodward, R.B. The Total Synthesis of Chlorophyll. Pure Appl. Chem. 1961, 2, 383-404.
42. Smith, K.M. Porphyrins and Metalloporphyrins; Elsevier Scientific Publishing Co: Amsterdam, The Netherlands, 1976.
43. Dolphin, D. The Porphyrins, Physical Chemistry, Part A and B; Academic Press: New York, NY, USA, 1979.
44. Nicholas, R.E.H.; Rimington, C. Isolation of Unequivocal Uroporphyrin-III a Further Study of Turacin. Biochem. J. 1951, 50, 194-201.
45. Keilin, J.; McCosker, P.J. Reaction Between Uroporphyrin and Copper and their Biological Significance. Biochim. Biophys. Acta 1961, 52, 424-435.
46. Hodgson, G.W. Geochemistry of Porphyrins-Reactions During Diagenesis. Ann. NY Acad. Sci. 1973, 206, 670-684.
47. Humphrey, A.M. Chlorophyll. Food Chem. 1980, 5, 57-67.
48. Grimm, B.; Porra, R.J.; Rüdiger, W.; Scheer, H (Eds.) Chlorophyll and Bacteriochloropylls: Biochemistry, Biophysics, Functions and Applications; Springer: Dordrecht, The Netherlands, 2006.
49. Blankenship, R.E. Molecular Mechanisms of Photosynthesis; Blackwell Science: Oxford, UK, 2002.
50. Gregory, R.L. Biochemistry of Photosynthesis; Wiley-Interscience: New York, NY, USA, 1971.
51. Munekaga, Y.; Hashimoto, M.; Miyake, C.; Tomizawa, K.; Endo, T.; Tasaka, M.; Shikanai, T. Cyclic Electron Flow Around Photosystem I is Essential for Photosynthesis. Nature 2004, 429, 579-582.
52. Asimov, I. Photosynthesis; Basic Books, Inc: New York, NY, USA, 1968.
53. Springer, B.A.; Sligar, S.G.; Olson, J.S.; Phillips, G.N., Jr. Mechanisms of Ligand Recognition in Myoglobin. Chem. Rev. 1994, 94, 699-714.
54. Shikama, K. The Molecular Mechanism of Autoxidation for Myoglobin and Hemoglobin: A Venerable Puzzles. Chem. Rev. 1998, 98, 1357-1373.
55. Sugawara, Y.; Shikama, K. Autoxidation of Native Oxymyoglobin Thermodynamic Analysis of pH Profile. Eur. J. Biochem. 1980, 110, 241-246.
56. Mansouri, A.; Winterhalter, K.H. Nonequivalence of Chains in Hemoglobin Oxidation. Biochemistry 1973, 12, 4946-4949.
57. Pauling, L.; Weiss, J.J. Nature of Iron-oxygen Bond in Oxyhaemoglobin. Nature 1964, 203, 182-183.
58. Phillips, S.E.V.; Schoenborn, B.P. Neutron-Diffraction Reveals Oxygen-Histidine Hydrogen-Bond in Oxymyoglobin. Nature 1981, 292, 81-82.
59. Shaanan, B. The Iron Oxygen Bond in Human Oxyhemoblobin. Nature 1982, 296, 683-684.
60. Shaanan, B. Structure of Human Oxyhemoglobin at 2.1 A Resolution. J. Mol. Biol. 1983, 171, 31-59.
61. Kitagawa, T.; Ondrias, M.R.; Rousseau, D.L.; IkedaSaito, M.; Yonetani, T. Evidence for Hydrogen-bonding of Bound Dioxygen to the Distal Histidine of Oxycobalt Myoglobin and Hemoglobin. Nature 1982, 298, 869-871.
62. Tani, M.; Matsu-ura, F.; Nakayama, S.; Ichimura, M.; Nakamura, N.; Naruta, Y. Synthesis and Characterization of Alkanethiolate-Coordinated Iron Porphyrins and their Dioxygen Adducts as Models for the Active Center of Cytochrome P450: Direct Evidence for Hydrogen Bonding to Bound Dioxygen. J. Am. Chem. Soc. 2001, 123, 1133-1142.
63. Lemberg, R.; Barret, J. Cytochromes; Academic Press: London, UK, 1973.
64. Crofts, A.R. The Cytochrome bc1 Complex: Function in the Context of Structure. Annu. Rev. Physiol. 2004, 66, 689-733.
65. Kurisu, G.; Zhang, H.; Smith, J.L.; Cramer, W.A. Structure of the Cytochrome b(6)f Complex of Oxygenic Photosynthesis: Tuning the Cavity. Science 2003, 302, 1009-1014.
66. Rieske, J.S. Composition, Structure, and Function of Complex III of Respiratory-chain. Biochim. Biophys. Acta 1976, 456, 195-243.
67. Tsukihara, T.; Aoyama, H.; Yamashita, E.; Tomizaki, T.; Yamaguchi, H.; Shinzawa-Itoh, K.; Nakashima, R.; Yaono, R.; Yoshikawa, S. Structures of Metal Sites of Oxidized Bovine Heart Cytochrome C Oxidase at 2.8 A. Science 1995, 269, 1069-1074.
68. Shimokata, K.; Katayama, Y.; Murayama, H.; Suematsu, M.; Tsukihara, T.; Muramoto, K.; Aoyama, H.; Yoshikawa, S.; Shimada, H. The Proton Pumping Pathway of Bovine Heart Cytochrome C Oxidase. Proc. Natl. Acad. Sci. USA 2007, 104, 4200-4205.
69. Ortiz de Montellano, P.R. Cytochrome P450: Structure, Mechanism, and Biochemistry, 3rd ed.; Kluwer Academic/Plenum Publishers: New York, NY, USA, 2005.
70. Meunier, B.; de Visser, S.P.; Shaik, S. Mechanism of Oxidation Reactions Catalyzed by Cytochrome p450 Enzymes. Chem. Rev. 2004, 104, 3947-3980.
71. Bendall, D.S.; Manasse, R.S. Cyclic Photophosphorylation and Electron Transport. Biochim. Biophys. Acta 1995, 1229, 23-38.
72. Wikstrom, M.; Krab, K.; Saraste, M. Proton-translocating Cytochrome Complexes. Annu. Rev. Biochem. 1981, 50, 623-655.
73. Kramer, D.M.; Roberts, A.G.; Muller, F.; Cape, J.; Bowman, M.K. Q-cycle Bypass Reactions at the Q(o) Site of the Cytochrome bc(1) (and Related) Complexes. Methods Enzymol. 2004, 382, 21-45.
74. Combs, G.F. The Vitamins: Fundamental Aspects in Nutrition and Health, 3rd ed.; Elsevier Scientific Publishing Co: Amsterdam, The Netherlands, 2008.
75. Martens, J.H.; Barg, H.; Warren, M.J.; Jahn, D. Microbial Production of Vitamin B-12. Appl. Biochem. Biotechnol. 2002, 58, 275-285.
76. Combe, J.S. History of a Case of Anaemia. Transcripts of the Medical-Chirurgical Society Edinburgh 1824, 1, 193-198.
77. Addison, T. On anaemia: Disease of the supra-renal capsules. Lond. Med. Gaz. 1849, 43, 517-518.
78. Biermer, M.A. Eine Eigenthunliche Form von Progressiver Pernicioser Anaemie. Correspondenz Blatt für Schweizer Aerzte Basel 1872, 2, 15-18.
79. Whipple, G.H.; Hooper, C.W.; Robscheit-Robbins, F.S. Blood Regeneration Following Simple Anemia I. Mixed Diet Reaction. Am. J. Physiol. 1920, 53, 151-166.
80. Whipple, G.H.; Robscheit-Robbins, F.S. Blood Regeneration in Severe Anemia II. Favorable Influence of Liver, Heart and Skeletal Muscle in Diet. Am. J. Physiol. 1925, 72, 408-418.
81. Whipple, G.H.; Robscheit-Robbins, F.S. Blood Regeneration in Severe Anemia III. Iron Reaction Favorable - Arsenic and Germanium Dioxide Almost Inert. Am. J. Physiol. 1925, 72, 419-430.
82. Hooper, C.W.; Robscheit-Robbins, F.S.; Whipple, G.H. Blood Regeneration Following Simple Anemia V. The Influence of Blaud's Pills. Am. J. Physiol. 1920, 53, 263-282.
83. Minot, G.R.; Murphy, L.P. Treatment of Pernicious Anemia by a Special Diet. JAMA 1926, 87, 470-476.
84. Minot, G.R.; Murphy, L.P. Response of reticulocytes to liver theraphy: Particularly in pernicious anemis. Am. J. Med. Sci. 1928, 175, 581-599.
85. Castle, W.B.; Townsend, W.C.; Heath, C.W. Observations on the Etiologic Relationship of Achylia Gastrica to Pernicious Anemia - The Nature of the Reaction Between Normal Human Gastric Juice and Beef Muscle Leading to Clinical Improvement and Increased Blood Formation Similar to the Effect of Liver Feeding. Am. J. Med. Sci. 1930, 180, 305-355.
86. Doniach, D.; Roitt, I.M.; Taylor, A.B. Autoimmune Phenomena in Pernicious Anaemia-serological Overlap with Thyroiditis, Thyrotoxicosis, and Systemic Lupus Erythematosus. BMJ 1963, 2, 1374-1380.
87. Smith, E.L. Purification of Anti-pernicious Anaemia Factors from Liver. Nature 1948, 161, 638-639.
88. Rickes, E.L.; Brink, N.G.; Koniuszy, F.R.; Wood, T.R.; Folkers, K. Crystalline Vitamin-B12. Science 1948, 107, 396-397.
89. Hodgkin, D.C.; Camper, J.; Mackay, M.; Pickworth, J.; Trueblood, T.K.M.; White, J.G. Structure of Vitamin-B12. Nature 1956, 178, 64-66.
90. Friedrich, W.; Gross, G.; Bernhauer, K.; Zeller, P. Synthesen auf dem vitamin-B12-gebiet. 4. Partialsynthese von Vitamin-B12. Helv. Chim. Acta 1960, 43, 704-712.
91. Woodward, R.B. Recent Advances in the Chemistry of Natural Products. Pure Appl. Chem. 1971, 25, 283-304.
92. Woodward, R.B. The total synthesis of Vitamin B12. Pure Appl. Chem. 1973, 33, 145-178.
93. Eschenmoser, A.; Wintner, C.E. Natural Product Synthesis and Vitamin B12. Science 1977, 196, 1410-1420.
94. Eschenmoser, A. Vitamin-B12. Experiments Concerning the Origin of its Molecular-Structure. Angew. Chem. Int. Ed. Engl. 1988, 27, 5-39.
95. Daugherty, T.J. Photodynamic Therapy: Principles and Chemical Applications; Henderson, B., Dougherty, T.J., Eds.; Marcel Dekker Inc.: New York, NY, USA, 1992.
96. Henderson, B.; Dougherty, T.J. How does Photodynamic Pherapy Work- Photochem. Photobiol. 1992, 55, 145-157.
97. Daugherty, T.J.; Gomer, C.J.; Henderson, B.W.; Jori, G.; Kessel, D.; Korbelik, M.; Moan, J.; Peng, Q. Photodynamic Therapy. J. Natl. Cancer Inst. 1998, 90, 889-905.
98. Darwent, J.R.; Mccubbin, I.; Phillips, D. Excited Singlet and Triplet-State Electron-Transfer Teactions of Aluminum (III) Sulfonated Phthalocyanine. J. Chem. Soc. Faraday Trans. 1982, 78, 347-357.
99. Rosenthal, I.; Ben-Hur, E. Role of Oxygen in the Phototoxicity of Phthalocyanines, Int. J. Radiat. Biol. 1995, 67, 85-91.
100. Ben-Hur, E.; Carmichael, A.; Riesz, P.; Rosenthal, I. Photochemical Generation of Superoxide Radical and the Cytotoxicity of Phthalocyanines. Int. J. Radiat. Biol. 1985, 48, 837-846.
101. Sternberg, E.D.; Dolphin, D.; Brickner, C. Porphyrin-based Photosensitizers for Use in Photodynamic Therapy. Tetrahedron 1998, 54, 4151-4202.
102. Wan, S.; Parrish, J.A.; Anderson, R.R.; Madden, M. Transmittance of Nonionizing Radaiation in Human Tissues. Photochem. Photobiol. 1981, 34, 679-681.
103. Wilson, B.C.; Patterson, M.S. The Physics of Photodynamic Therapy. Phys. Med. Biol. 1986, 31, 327-360.
104. Marijnissen, J.P.A.; Star, W.M. Quantitative Light Dosimetry In Vitro and In Vivo. Lasers Med. Sci. 1987, 2, 235-242.
105. Welch, A.J.; Yoon, G.; van Gemert, M.J.C. Practical Models for Light Distribution in Laser-Irradiated Tissue. Lasers Surg. Med. 1987, 6, 488-493.
106. Harriman, A. Luminescence of Porphyrins and Metalloporphyrins Part I. J. Chem. Soc. Faraday Trans. 1 1980, 76, 1979-1985.
107. Harriman, A. Luminescence of Porphyrins and Metalloporphyrins Part II. J. Chem. Soc. Faraday Trans. 1 1981, 77, 369.
108. Harriman, A. Luminescence of Porphyrins and Metalloporphyrins Part III. J. Chem. Soc. Faraday Trans. 1 1981, 77, 1281-1291.
109. Bethea, D.; Fullmer, B.; Syed, S.; Seltzer, G.; Tiano, J.; Rischko, C.; Gillespie, L.; Brown, D.; Gasparro, F.P. Psoralen Photobiology and Potochemotherapy: 50 Years of Science and Medicine. J. Dermatol. Sci. 1999, 19, 78-88.
110. Tamesis, M.E.; Morelli, J.G. Vitiligo Treatment in Childhood: A State of the Art Review. Pediatr. Dermatol. 2010, 27, 437-445.
111. Witkop, B. Paul Ehrlich and His Magic Bullets Revisited. Proc. Am. Philos. Soc. 1999, 143, 540-557.
112. De Kruif, P. Microbe Hunters (1926); Harvest Book, Harcourt Inc: New York, NY, USA, 1996.
113. Raab, O. Ueber die Wirkung Fluorescierenden Stoffe auf Infusorien. Z. Biol. 1904, 39, 524-546.
114. von Tappeiner, H.; Jodlbauer, A. Uber die Wirking der Photodynamischen (Fluorescierenden) Stoffe auf Photozen und Enzyme. Dtsch. Arch. Klin. Med. 1904, 80, 427-487.
115. Blum, H.F. Photodynamic Action and Diseases Caused by Light, Reinhold; Reinhold Publishing Corporation: New York, NY, USA, 1941; Reprinted by Hafner: New York, NY, USA, 1964.
116. von Tappeiner, H.; Jesionek, H. Therapeutische Versuche mit Fluoreszierenden Stoffen. Munch. Med. Wschr. 1903, 50, 2042-2044.
117. Jesionek, H.; von Tappeiner, H. Zur Behandlung der Hautcarcinome mit fluoreszierenden Stoffen, Dtsch. Arch. Klin. Med. 1905, 82, 223-226.
118. Hausmann, W.H. Die Sensibilisierende Wirkung des Hamatoporphyrins. Biochem. Z. 1910, 30, 276-316.
119. Meyer-Betz, F. Untersuchung Uber die Biologische (Photodynamische) Wirkung des Hamatoporphyrins und Anderer Derivate des Blut- und Gallenfarbstoffs. Dtsch. Arch. Klin. Med. 1913, 112, 476-503.
120. Policard, A. Etudes sur les Aspects Offerts par des Tumeurs Experimentales Examines a la Lumiere de Wood. C. R. Soc. Biol. 1924, 91, 1423-1424.
121. Figge, F.H.; Weiland, G.S.; Manganiello, O.J. Cancer Detection and Therapy. Affinity of Neoplastic, Embryonic, and Traumatized Tissues for Porphyrins and Metalloporphyrins. Proc. Soc. Exp. Biol. Med. 1948, 68, 640-641.
122. Rasmussen, D.S.; Ward, G.E.; Figge, F.H.J. Fluorescence of Human Lymphatic and Cancer Tissues Following High Doses of Intravenous Hematoporphyrin. Cancer 1955, 1, 78-81.
123. Schwartz, S.; Absolon, K.; Vermund, H. Some Relationships of Porphyrins, X-rays, and Tumors. Bull. Minn. Univ. School Med. 1955, 27, 7-13.
124. Schwartz, S.; Winkelman, J.W.; Lipson, R.L. Historical Perspective. In Photodynamic Therapy: Principles and Chemical Applications; Henderson, B., Dougherty, T.J., Eds.; Marcel Dekker Inc: New York, NY, USA, 1992; pp. 1-15.
125. Lipson, R.L.; Baldes, E.J. The Photodynamic Properties of a Particular Hematoporphyrin Derivative. Arch. Dermatol. 1960, 82, 508-516.
126. Lipson, R.L.; Baldes, E.J.; Olsen, A.M. The Use of a Derivative of Hematoporphyrin in Tumor Detection. J. Natl. Cancer Inst. 1961, 26, 1-8.
127. Lipson, R.L.; Grey, M.J.; Baldes, E.J. Hematoporphyrin Derivative for Detection and Management of Cancer. In Proceedings of 9th International Cancer Congress, Tokyo, Japan, 26 October 1966; p. 393.
128. Lipson, R.L.; Baldes, E.J.; Gray, M.J. Hematoporphyrin Derivative for Detection and Management of Cancer. Cancer 1967, 20, 2255-2257.
129. Diamond, I.; McDonagh, A.F.; Wilson, C.B. Photodynamic Therapy of Malignant Tumors. Lancet 1972, 300, 1175-1177.
130. Kelly, J.F.; Snell, M.E. Hematoporphyrin Derivative: A Possible Aid in the Diagnosis and Therapy of Carcinoma of the Bladder. J. Urol. 1976, 115, 150-151.
131. Dougherty, T.J.; Kaufman, J.E.; Goldfarb, A.; Weishaupt, K.R.; Boyle, D.; Mittleman, A. Photoradiation Therapy for the Treatment of Malignant Tumors. Cancer Res. 1978, 38, 2628-2635.
132. Bugelski, P.J.; Porter, C.W.; Dougherty, T.J. Autoradiographic Distribution of Hematoporphyrin Derivative in Normal and Tumor Tissue of Mouse. Cancer Res. 1981, 41, 4606-4612.
133. Dougherty, T.J. Studies on the Structure of Porphyrins Contained in Photofrin II. Photochem. Photobiol. 1987, 46, 569-573.
134. Dougherty, T.J.; Thoma, R.E.; Boyle, D.; Weishaupt, K.R. Photoradiation Therapy for the Treatment of Malignant Tumors: Role of the Laser. In Laser in Photomedicine and Photobiology; Pratesi, R., Sacchi, C.A., Eds.; Springer: New York, NY, USA, 1980; pp. 67-75.
135. Mironov, A.F.; Nizhnik, A.N.; Nockel, A.Y. On the Nature of Chemical Bonds in Haematoporphyrin Derivative. J. Photochem. Photobiol. B 1990, 6, 337-341.
136. Mironov, A.F.; Nizhnik, A.N.; Nockel, A.Y. Hematoporphyrin Derivatives: An Oligomeric Composition Study. J. Photochem. Photobiol. B 1990, 4, 297-306.
137. Mironov, A.F.; Seylanov, A.S.; Seylanov, J.A.; Pizhik, V.M.; Deruzhenko, I.V.; Nockel, A.J. Hematoporphyrin Derivative: Distribution in a Living Organism. J. Photochem. Photobiol. B 1992, 16, 341-346.
138. Stranadko, E.F.; Skobelkin, O.K.; Mironov, A.F. Photodynamic Therapy of Cancer by Photochem. In Photodynamic Therapy of Cancer I; Jori, G., Moan, J., Star, W.M., Eds.; Proceedings of the Photo-Optical Instrumentation Engineers (SPIE): Bellingham, WA, USA, 1994; Volume 2078, pp. 499-501.
139. Stranadko, E.F.; Skobelkin, O.K.; Vorozhtsov, G.N.; Mironov, A.F. Photodynamic Therapy of Cancer, Five-Year Clinical Experience. In Photochemotherapy: Photodynamic Therapy and other Modalities III; Berg, K., Ehrenberg, B., Malik, Z., Moan, J., Eds.; Proceedings of the photo-optical instrumentation engineers (SPIE): Bellingham, WA, USA, 1997; Volume 3191, pp. 253-362.
140. Huang, Z. Photodynamic Therapy in China: Over 25 Years of Unique Clinical Experience: Part One, History and Domestic Photosensitizers. Photodiagnosis Photodyn. Ther. 2006, 3, 3-10.
141. Xu, D.Y. Research and Development of Photodynamic Therapy Photosensitizers in China. Photodiagnosis Photodyn. Ther. 2007, 4, 13-25.
142. Stranadko, E.F.; Skobelldn, O.K.; Litwin, G.D.; Astrakhankina, T.A. Photodynamic Therapy of Human Malignant Tumours: A Comparative Study between Photoheme and Tetrasulfonated Aluminium Phthalocyanine. In Photochemotherapy: Photodynamic Therapy and Other Modalities; Ehrenberg, B., Jori, G., Moan, J., Eds.; Proc SPIE: Barcelona, Spain, 1996; Volume 2625, pp. 440-448.
143. Stranadko, E.F.; Skobelkin, O.K.; Vorozhtsov, G.N. Clinical Trials of a Second Generation Phorosensitizers-Photosense. In Abstracts of Biennal 7th Congress of International Photodynamic Association; Patrice, T., Ed.; Nantes, France, 7-9 July 1998; p. 88.
144. Stranadko, E.F.; Ponomarev, G.V.; Mechkov, V.M.; Riabo, M.V.; Ivanov, A.V.; Reshetnikov, A.V.; Koraboyev, U.M. The First Experience of Photodithazine Clinical Application for Photodynamic Therapy of Malignant Tumors. In Optical Methods for Tumor Treatment and Detection: Mechanisms and Techniques in Photodynamic Therapy IX; Proc. SPIE: San Jose, CA, USA, 22 January 2000; Volume 3909, pp. 138-144.
145. Gomer, C.J. Preclinical Examination of First and Second Generation Photosensitizers Used in Photodynamic Theraphy. Photochem. Photobiol. 1991, 54, 1093-1107.
146. Snyder, E.G. Preparation of Chlorine. U.S. Patent 2,274,101, February 1942.
147. Sakata, I.; Nakajima, S. Pheophorbid Derivatives and Alkaline Salts Thereof. U.S. Patent 4,709,022, 24 November 1987.
148. Bommer, J.C.; Burnham, B.F. Tetrapyrrol Therapeutic Agents. U.S. Patent 4,656,186, 7 April 1987.
149. Morgan, A.R.; Selman, S.H.; Kreimer-Birnbaum, M. Production and Use of Purpurins, Chlorins and Purpurins- and Chlorin-Containing Compositions. U.S. Patent 5,216,012, June 1993.
150. Smith, K.M.; Lee, S-J.H. Long Wavelength Water Soluble Chlorine Photosensitizers Useful for Photodynamic Theraphy and Diagnosis of Tumors. U.S. Patent 5,330,741, 19 July 1994.
151. Reshetnikov, A.V.; Zalevsky, I.D.; Kemov, J.V.; Ivanov, A.V.; Karmenyan, A.V.; Gradjushko, A.T.; Laptev, V.P.; Neugodova, N.P.; Abakumova, O.Y.; Privalov, V.A.; et al. Photosensitizers and Method for Production Thereof. U.S. Patent 6, 969,765 B2, 29 November 2005.
152. Bae, S.M.; Kim, Y.W.; Lee, J.M.; Namkoong, S.E.; Han, S.J.; Kim, J.K.; Lee, C.H.; Chun, H.J.; Jin, H.S.; Ahn, W.S. Photodynamic Effects of Radachlorin® on Cervical Cancer Cells. Cancer Res. Treat. 2004, 36, 389-394.
153. Wainwright, M. Photodynamic Antimicrobial Chemotherapy (PACT). J. Antimicrob. Chemother. 1998, 42, 13-28.
154. Zeina, B.; Greeman, J.; Purcell, W.; Das, B. Killing Cutaneous Microbial Species by Photodynamic Therapy. Br. J. Deratol. 2001, 144, 274-278.
155. Nitzan, Y.; Gozhansky, S.; Malik, Z. Effect of Photoactivated Hematoporphyrin Derivative on the Viability of Staphylococcoes aureus. Curr. Microbiol. 1983, 8, 279-284.
156. Malik, Z.; Hanania, J.; Nitzan, Y. New Trends in Photobiology Bactericidal Effects of Photoactivated Porphyrins, an Alternative Approach to Antimicrobial Drugs. J. Photochem. Photobiol. B 1990, 5, 281-293.
157. Malik, Z.; Landan, H.; Erenberg, B.; Nitzan, Y. Bacterial and Viral Photodinamic Inactivation. In Photodynamic Theraphy: Medical Applications; Henderson, B.W., Dougherty, T.J., Eds.; Marcel Dekker Inc.: Buffalo, NY, USA, 1992; pp. 97-113.
158. Minnock, A.; Vernon, D.I. Photoinactivation of Bacteria. Use of a Cationic Water-Soluble Zinc Phthalocyanine to Photoinactivate both Gram-Negative and Gram-Positive Bacteria. J. Photochem. Photobiol. B 1996, 32, 159-164.
159. Minnock, A.; Vernon, D.I.; Schofield, J. Mechanism of Uptake of a Cationic Water-Soluble Pyridinium Zinc Phthalocyanine across the Outer Membrane of Escherichia coli. Antimicrob. Agents Chemother. 2000, 44, 522-527.
160. Bertoloni, G.; Salvato, B.; DallÁcqua, M.; Vazzoler, M.; Jori, G. Hemoporphyrin-Sensitized Photoinactivation of Straptococcus fecalis. Photochem. Photobiol. 1984, 39, 811-816.
161. Reddi, E.; Ceccon, M.; Valduga, G.; Jori, G.; Bommer, J.C.; Elisei, F.; Latterini, L.; Mazzucato, U. Photophysical Properties and Antibacterial Activity of Meso-Substituted Cationic Porphyrins. Photochem. Photobiol. 2002, 75, 462-470.
162. Horowitz, B.; Williams, B.; Rywkin, S.; Prince, A.M.; Pascual, D.; Geacintov, N.; Valinsky, J. Inactivation of Viruses in Blood with Aluminum Phthalocyanine Derivatives. Transfusion 1991, 31, 102-108.
163. Jackson, Z.; Meghji, S.; McRobert, A.M.; Henderson, B.; Wilson, M. Killing of the Yeast and Hyphal Forms of Candida albicans Using a Light-Activated Antimicrobial Agent. Laser Med. Sci. 1999, 14, 150-177.
164. Bachmann, B.; Knuver-Hopf, J.; Lambrecht, B. Target Structures for HIV-1 Inactivation by Methylene Blue and Light. J. Med. Virology. 1995, 47, 172-178.
165. Bedvell, J.; Holton, J.; Vaira, D.; Macrobert, A.J.; Bown, S.G. In Vitro Killing of Helicobacter Pylori with Photodynamic Therapy. Lancet 1990, 335, 1287.
166. Millson, C.E.; Wilson, M.; MacRobert, A.J.; Bown, S.G. Ex-vivo Treatment of Gastric Helicobacter Infection by Photodynamic Therapy. J. Photochem. Photobiol. B 1996, 32, 59-65.
167. Millson, C.E.; Wilson, M.; MacRobert, A.J.; Bown, S.G. The Killing of Helicobacter pylori by Low-Power Laser Light in the Presence of a Photosensitiser. J. Med. Microbiol. 1996, 44, 245-252.
168. Måkvy, P.; Messmann, H.; Regula, J.; Conio, M.; Pauer, M.; Millson, C.E.; MacRobert, A.J.; Bown, S.G. Photodynamic Therapy for Gastrointestinal Tumors Using Three Photosensitizers-ALA Induced PPIX, Photofri® and MTHPC. A Pilot Study. Neoplasma 1998, 45, 1257-161.
169. Capella, M.; Menezes, S. Synergism Between Electrolysis and Methylene Blue Photodynamic Action in Escherichia coli. Int. J. Radiat. Biol. 1992, 62, 321-326.
170. Soukos, N.; Ximenez-Fyvie, L.A.; Hamblin, M.R.; Socransky, S.S.; Hasanl, T. Mechanisms of Action: Physiological Effects, Targeted Antimicrobial Photochemotherapy. Antimicrob. Agents Chemother. 1998, 42, 2595-2601.
171. Devanathan, S.; Dahl, T.; Midden, W. Readily Available Fluorescein Isothiocyanate-Conjugated Antibodies can be Easily Converted into Targeted Phototoxic Agents for Antibacterial, Antiviral, and Anticancer Therapy. Proc. Natl. Acad. Sci. USA 1990, 87, 2980-2984.
172. Milgrom, R.L. The Colour of Life; An Introduction to the Chemistry of Porphyrins and Related Compounds; Oxford University Press: Oxford, UK, 1997.
173. Braun, A.; Tcherniac, J. Über die Produkte der Einwirkung von Acetanhydrid auf Phthalamid. Berichte der Deutschen Chemischen Gesellschaft 1907, 40, 2709-2714.
174. Diesbach, H.; von der Weid, E. Quelques sels Complexes des o-dinitriles avec le Cuivre et la Pyridine. Helev. Chim. Acta 1927, 10, 886-888.
175. Lever, A.B.P. The Phthalocyanines. Adv. Inorg. Chem. Radiochem. 1965, 7, 27-114.
176. Moser, F.H.; Thomas, A.L. The Phthalocyanines; CRC, Press Inc: Boca Raton, FL, USA, 1983; Volume 1, p. 127.
177. McKeown, N.B. Phthalocyanine Materials. In Synthesis, Structure and Function; Cambridge University Press: Cambridge, UK, 1998.
178. Leznoff, C.C.; Lever, A.B.P. Phtalocyanines Properties and Applications; VCH Publishers Inc: New York, NY, USA, 1989, Volume I; 1993, Volume II-III; 1996, Volume IV.
179. Kadish, K.; Smith, K.M.; Guilard, R. The Porphyrin Handbook (20 Volumes); Academic Press: San Diego, CA, USA, 2003.
180. Stuzhin, P.A.; Khelevina, O.G. Azaporphyrins: Structure of the Reaction Centre and Reactions of Complex Formation. Coord. Chem. Rev.1996, 147, 41-86.
181. Meller, A.; Ossko, A. Phthalocyaninartige Bor-Komplexe. Monatsh. Chem. 1972, 103, 150-155.
182. Lux, F.; Dempf, D.; Graw, D. Bis(phthalocyaninato)thorium(IV) und -uran(IV). Angew. Chem. 1968, 80, 792-793.
183. Lux, F.; Demf, D. Diphthalocyaninato-thorium(IV) and -uranium(IV). Angew. Chem. Int. Ed. 1968, 7, 819-820.
184. Marks, T.J.; Stojakovic, D.R. Large Metal Ion-centered Templated Reactions. Chemical and Spectral Studies of the "Superphthalocyanine" Dioxocyclopentakis(1 iminoisoindolinato) uranium(IV) and its Derivatives. J. Am. Chem. Soc. 1978, 100, 1695-1705.
185. Chmielewski, P.J.; Latos-Grazynski, L.; Rachlewicz, K. 5,10,15,20-Tetraphenylsapphyrin- Identification of a Pentapyrrolic Expanded Porphyrin in the Rothemund Synthesis. Chem. Eur. J. 1995, 1, 68-73.
186. Sessler, J.L.; Weghorn, S.J. Expanded Contracted and Isomeric Porphyrins; Elsevier: Oxford, UK, 1997.
187. Sessler, J.L.; Seidel, D. Synthetic Expanded Porphyrin Chemistry. Angew. Chem., Int. Ed. Engl. 2003, 42, 5134-5175.
188. Sessler, J.L.; Vivian, A.E.; Seidel, D.; Burrell, A.K.; Hoehner, M.; Mody, T.D.; Gebauer, A.; Weghorn, S.J.; Lynch, V. Actinide Expanded Porphyrin Complexes. Coord. Chem. Rev. 2001, 216-217, 411-434.
189. Jasat, A.; Dolphin, D. Expanded Porphyrins and their Heterologs. Chem. Rev. 1997, 97, 2267-2340.
190. Toganoh, M.; Gokulnath, S.; Kawabe, Y.; Furuta, H. Unique Interaction between Directly-linked Laminated p-Planes in Benzonorrole Dimer. Chem. Eur. J. 2012, 18, 4380-4391.
191. Pandey, R.K.; Gerzevske, K.R.; Zhoue, H.; Smith, K.M. New Syntheses of Biliverdins, Corroles and Araporphyrins from 1,19-Dibromo-Ac-biladiene Salts. J. Chem. Soc. Perkin Trans. 1994, 1, 971-977.
192. Rambo, B.M.; Sessler, J.L. Oligopyrrole Macrocycles: Receptors and Chemosensors for Potentially Hazardous Materials. Chem. Eur. J. 2011, 17, 4946-4959.
193. Chmielewski, P.J.; Latos-Grazynski, L.; Rachlewicz, K.; Glowiak, T. Tetra-p-Tolylporphyrin with an Inverted Pyrrole Ring: A Novel Isomer of Porphyrin. Angew. Chem. Int. Ed. Engl. 1994, 33, 779-781.
194. Latos-Grazynski, L.; Pacholska, E.; Chmielewski, P.J.; Olmstead, M.M.; Balch, A.L. Alteration of the Reactivity of Tellurophene within a Core-Modified Porphyrin Environment. Synthesis and Oxidation of 21-Tellurapophyrin. Angew.Chem. Int. Ed. Engl. 1995, 34, 2252-2254.
195. Sprutta, N.; Swiderska, M.; Latos-Grazynski, L. Dithiadiazuliporphyrin: Facile Generation of Carbaporphyrinoid Cation Radical and Dication. J. Am. Chem. Soc. 2005, 127, 13108-13109.
196. Furuta, H.; Asano, T.; Ogawa, T. N-Confused Porphyrin: A New Isomer of Tetraphenylporphyrin. J. Am. Chem. Soc. 1994, 116, 767-768.
197. Furuta, H.; Maeda, H.; Furuta, T.; Osuka, A. First Synthesis of Tetrapyrrolylporphyrin. Org. Lett. 2000, 2, 187-189.
198. Maeda, H.; Furuta, H. A dozen years of N-confusion: From Synthesis to Supramolecular Chemistry. Pure Appl. Chem. 2006, 78, 29-44.
199. Toganoh, M.; Yamamoto, T.; Hihara, T.; Akimaru, H.; Furuta, H. Regulation of NH-Tautomerism in N-Confused Porphyrin by N-Alkylation. Org. Biomol. Chem. 2012, 10, 4367-4374.
200. Nikels, D.E.; Jones, R.S.; Kuder, J.E. Use of Anthracyanine and Phenanthracyanine Chromophores in Optical Information Media. U.S. Patent 4,783,386, November 1988.
201. Kobayashi, N.; Nakajima, S.; Ogata, H.; Fukuda, T. Synthesis, Spectroscopy, and Electrochemistry of Tetra-tert-butylated Tetraazaporphyrins, Phthalocyanines, Naphthalocyanines, and Anthracocyanines, together with Molecular Orbital Calculations. Chem. Eur. J. 2004, 10, 6294-6312.
202. Muranaka, A.; Yonehara, M.; Uchiyama, M. Azulenocyanine: A New Family of Phthalocyanines with Intense Near-IR Absorption. J. Am. Che. Soc. 2010, 132, 7845-7845.
203. Lash, T.D.; Chandrasekar, P. Synthesis of Tetraphenyltetraacenaphthoporphyrin: A New Highly Conjugated Porphyrin System with Remarkably Red Shifted Electronic Absorption Spectra. J. Am. Chem. Soc. 1996, 118, 8767-8768.
204. Davis, N.K.S.; Thompson, A.L.; Anderson, H.L. A Porphyrin Fused to Four Anthracenes. J. Am. Chem Soc. 2011, 133, 30-31.
205. Kobayashi, N.; Ashida, T.; Osa, T.; Konami, H. Phthalocyanines of a Novel Structure: Dinaphthotetraazaporphyrins with D2h Symmetry. J. Am. Chem. Soc. 1994, 33, 1737-1740.
206. Islyaikin, M.K.; Danilova, E.A. Structural Analogs of Tetrapyrrole Macrocycles and their Biological Properties. Russ. Chem. Bull. Int. Ed. 2007, 56, 689-706.
207. Hoard, J.L. Stereochemistry of Hemes and Other Metalloporphyrins. Science 1971, 174, 1295-1302.
208. Milroy, J.A. A Stable Derivative of Hæmochromogen. J. Physiol. 1909, 38, 384-391.
209. Treibs, A. Metal Complexes of Porphyrins. Justus Liebing Ann. Chem. 1969, 728, 115-148.
210. Tsutsui, M.; Ichakawa, M.; Vohwinkel, F.; Suzuki, K. Unusual Metalloporphyrins. I. Preparation of Chromium Mesoporphyrin IX Dimethyl Ester1. J. Am. Chem. Soc. 1966, 88, 854-855.
211. Ostfeld, D.; Tsutsui, M.; Hrung, C.P.; Conway, D.C. Unusual Metalloporphyrins. VII. Porphyrin Bridging Two Metal Atoms: -mesoporphyrin IX dimethyl esterato]bis[tricarbonylrhenium(I)]. J. Am. Chem. Soc. 1971, 93, 2548-2549.
212. Tsutsui, M.; Hrung, C.P. Unusual Metalloporphyrins. XVIII. First Heterodinuclear Metalloporphyrin. [Tricarbonyltechnetium(I)]-[mesoporphyrin IX dimethyl esterato]- [tricarbonylrhenium(I)]. J. Am. Chem. Soc. 1973, 95, 5777-5778.
213. Fleischer, E.B.; Lavalle, D. Phenylrhodium Tetraphenylporphine. Novel Synthesis of a Rhodium-carbon -bond. J. Am. Chem. Soc. 1967, 89, 7132-7233.
214. Srivastava, T.S.; Fleischer, E.B. New Oxomolybdenum(V) Compounds of Tetraphenylporphine. J. Am. Chem. Soc. 1970, 92, 5518-5519.
215. Horrocks, W.D., Jr.; Sipe, J.P., III. Lanthanide Complexes as Nuclear Magnetic Resonance Structural Probes: Paramagnetic Anisotropy of Shift Reagent Adducts. Science 1972, 177, 994-996.
216. Horrocks, W.D., Jr.; Wong, C.P.; Venteicher, R. Lanthanide Porphyrin Complexes. Potential New Class of Nuclear Magnetic Resonance Dipolar Probe. J. Am. Chem. Soc. 1974, 96, 7149-7150.
217. Wong, C.P.; Horrocks, W.D., Jr. New Metalloporphyrins. Thorium and Yttrium Complexes of Tetraphenylporphin. Tetrahedron Lett. 1975, 31, 2637-2640.
218. Horrocks, W.D., Jr.; Venteicher, R.F.; Spilburg, C.A.; Vallee, B.L. Lanthanide Porphyrin Probes of Heme Proteins. Insertion of Itterbium(III) mesoporphyrin IX into Apomyoglobin. Biochem. Biophys. Res. Commun. 1975, 64, 317-322.
219. Martarano, L.A.; Wong, C.P.; Horrocks, W.D., Jr. Lanthanide Porphyrin Complexes. Evaluation of Nuclear Magnetic Resonance Dipolar Probe and Shift Reagent Capabilities. J. Phys. Chem. 1976, 98, 7157-7162.
220. Buchler, J.W.; Rohbock, K. Metallkomplexe mit Tetrapyrrol-liganden: IX. Octaäthylporphinatoosmium (II)-carbonyl-komplexe mit Trans-ständigen Donator-liganden. J. Organometal. Chem. 1974, 65, 223-234.
221. Buchler, J.W.; Scharbert, B. Metal Complexes with Tetrapyrrole Ligands. 40. Cerium(IV) bis(octaethylporphyrinate) and Dicerium(III) Tris(octaethylporphyrinate): Parents of a New Family of Lanthanoid Double-decker and Triple-decker Molecules. J. Am. Chem. Soc. 1986, 108, 3652-3659.
222. Buchler, J.W.; Scharbert, B. Metal Complexes with Tetrapyrrole Ligands. 50. Redox Potentials of Sandwichlike Metal Bis(octaethylporphyrinates) and their Correlation with Ring-ring Distances. J. Am. Chem. Soc. 1988, 110, 4272-4276.
223. Buchler, J.W.; Hammerschmitt, P.; Kaufeld, I.; Loffer, J. Redoxpotentiale, Nah-Infrarot- Absorption, Ionenradien sowie Ring-Ring-Abstand in Metall(II)-bis(tetraphenylporphyrinat)- Systemen mit Porphyrinringen in Unterschiedlichen Oxidationsstufen. Chem. Ber. 1991, 124, 2151-2159.
224. Kasuga, K.; Tsutsui, M. Some New Developments in the Chemistry of Metallophthalocyanines. Coord. Chem. Rev. 1980, 32, 67-95.
225. De Cian, A.; Moussavi, M.; Fisher, J.; Weiss, R. Synthesis, Structure, and Spectroscopic and Magnetic Properties of Lutetium(III) Phthalocyanine Derivatives: LuPc2•CH2Cl2 and [LuPc(OAc)(H2O)2]•H2O•2CH3OH. Inorg. Chem. 1985, 24, 3162-3167.
226. Gurevich, M.G.; Sevchenko, G.P.; Solov'ev, K.N. The Spectroscopy of Porphyrins. Sov. Phy. Uspekhi. 1963, 6, 67-105.
227. Combe, S.; Bunzli, J.C.G. Lanthanide Near-infrared Luminescence in Molecular Probes and Devices. In Handbook of the Physics and Chemistry of Rare Earths; Gschneider, K.A., Jr., Bunzli, J.-C.G., Pecharsky, V.K., Eds.; Elsevier Science: Oxford, MS, USA, 2007; Volume 37, pp. 244-253.
228. He, H.H.; Zhu, X.X.; Cheah, K.W. Reactivity of Aqua Coordinated Monoporphyrinate Lanthanide Complexes: Synthetic, Structure and Photoluminiscence Studies of Lanthanide Porphyrinate Dimer. Dalton Trans. 2004, 23, 4064-5003.
229. Cook, C.E.; Twine, M.E.; Myers, M.; Amerson, E.; Kepler, J.A.; Taylor, G.F. Theophylline Radioimmunoassay: Synthesis of Antigen and Characterization of Antiserum. Res. Comm. Chem. Pathol. Pharmacol. 1976, 13, 497-505.
230. Huo, A.X.; Xue, Z.; Qu, S.S.; Wong, W.K. Microcalorimetric and Spectroscopic Investigation of the Antibacterial Properties of Cationic Ytterbium(III)-Porphyrin Complexes Lacking Charged Peripheral Groups. Chem. Biodivers. 2007, 4, 2889-2899.
231. Huo, A.X.; Xue, Z.; Wong, W.K. Antibacterial Effects of a Monoporphyrinato Ytterbium(III) Complex and its Free Components on Staphylococcus Aureus as Determined by Stop-flow Microcalorimetry. Chem. Biodivers. 2007, 4, 1492-1500.
232. Friedrich, J.; Wolfrum, H.; Haarer, D. Photochemical Holes: A Spectral Probe of the Amorphous State in the Optical Domain. J. Chem. Phys. 1982, 77, 2309-2316.
233. Wei, T.H.; Hagan, D.J.; Sence, M.J.; Stryland, E.W.; Perry, J.W.; Coulter, D.R. Direct Measurements of Nonlinear Absorption and Refraction in Solutions of Phthalocyanines. Appl. Phys. B 1992, 54, 46-51.
234. Inoue, H.; Iwamoto, T.; Makishima, A.; Ikemoto, M.; Horie, K. Preperation and Properties of Sol-gel Thin Films with Porphins. J. Opt. Soc. Am. B 1992, 9, 816-818.
235. Liu, Y.; Shigehara, K.; Yamada, A. Preparation of Bis(phthalocyaninato) lutetium with Various Substituents and Their Electrochemical Properties. Bull. Chem. Soc. Jpn. 1992, 65, 250-257.
236. Krivokopic, M.; Anderson, H.L.; Bourhill, G.; Ives, R.; Clark, S.; McEwan, K.J. Meso-tetraalkynyl Porrphyrins for Optical Limiting - A Survey of Group III and IV Metal Complexes. Adv. Mater. 2001, 13, 652-656.
237. Mori, T.; Santa, T.; Hirobe M. Synthesis and Cytochrome P-450-like Reactivity of Polypeptidebound Porphyrinatoiron (III). Tetrahedron Lett. 1985, 26, 5555-5558.
238. Gunter, M.J.; Turner, P. Metalloporphyrins as Models for Cytochrome P-450. Coord. Chem. Rev. 1991, 108, 115-161.
239. Katsuki, T. Catalytic Asymmetric Oxidation Using Optically Active (Salen) Manganese(III) Complexes as Catalysts. Coord. Cheem. Rev. 1995, 140, 189-214.
240. Collman, J.P.; Gagne, R.R.; Reed, C.A. Paramagnetic Dioxygen Complex of Iron(II) Derived from a Picket Fence porphyrin. Further Models for Hemoproteins. J. Am Chem. Soc. 1974, 96, 2629-2631.
241. Collman, J.P.; Gagne, R.R.; Reed, C.; Halbert, T.R.; Lang, G.; Robinson, W.T. Picket Fence Porphyrins. Synthetic Models for Oxygen Binding Hemoproteins. J. Am. Chem. Soc. 1975, 97, 1427-1439.
242. Collman, J.P.; Sorrell, T.N. Model for the Carbonyl Adduct of Ferrous Cytochrome P 450. J. Am. Chem. Soc. 1975, 97, 4133-4134.
243. Collman, J.P.; Fu, L.; Herrmann, P.C.; Zhang, X. A Functional Model Related to Cytochrome c Oxidase and its Electrocatalytic Four-electron Reduction of O2. Science 1997, 275, 949-951.
244. Zingg, A.; Felber, B.; Gramlich, V.; Fu, L.; Collman, J.P.; Diederich, F. Dendritic Iron(II) Porphyrins as Models for Hemoglobin and Myoglobin: Specific Stabilization of O2 Complexes in Dendrimers with H-Bond-Donor Centers. Helv. Chim. Acta 2002, 85, 333-351.
245. Collman, J.P.; Gosh, S.; Dey, A.; Decreau, R.A.; Yang, Y. Catalytic Reduction of O2 by Cytochrome c Using a Synthetic Model of Cytochrome c Oxidase. J. Am. Chem. Soc. 2009, 131, 5034-5035.
246. Linstead, R.P. Phthalocyanines. Part I. A new Type of Synthetic Colouring Matters. J. Chem. Soc. 1934, 1016-1017.
247. Robertson, M.; Woodward, I. An X-ray Study of the Phthalocyanines. Part IV. Direct Quantitative Analysis of the Platinum Compound. J. Chem. Soc. 1940, 36-48.
248. Berezin, B.D. The Thermodynamic Characteristics of Phthalocyuanines in Aulphuric acid Solutions. Russ. J. Inorg. Chem. 1962, 7, 1300-1303.
249. Berezin, B.D. Metal Phthalocyanines in Solution. VI. Effect of the Nature of the Central ion on the Stability of the Phthalocyanine Macroring in Sulphuric Acid Solutions. Russ. J. Physic Chem. 1962, 36, 258-261.
250. Eley, D.D. Phthalocyanines as Semiconductors. Nature 1948, 162, 819-819.
251. Fielding, P.E.; MacKay, A.G. Electrical Conduction in the Phthalocyanines. I. Optical Properties. Aust. J. Chem. 1964, 17, 750-758.
252. Hoffman, C.J. Semiconductivity of the Phthalocyanines. Q. Rev. Chem. Soc. 1964, 18, 113-121.
253. Linsky, J.P.; Paul, T.R.; Nohr, R.S.; Kenney, M.E. Studies of a Series of Halo Aluminum, Gallium, and Indium Phthalocyanines. Inorg. Chem. 1980, 19, 3131-3135.
254. Ferraudi, G. Photochemical Properties of Metallophthalocyanines in Homogeneous Solution. In Phtalocyanines Properties and Applications; Leznoff, C.C., Lever, A.B.P., Eds.; VCH Publishers: Weinheim, Germany, 1989; pp. 295-338.
255. Ashley, K.; Trent, I. Kinetic and Equilibrium Study of the Reaction of [Meso-tetrakis (psulfonatophenyl)porphyrinato]diaquacromate (III) with Pyridine in Aqueous Solution. Inorg. Chim. Acta 1989, 163, 159-166.
256. Ostler, R.B.; Scully, A.D.; Taylor, A.G.; Gould, I.R.; Smith, T.A.; Waite, A.; Phillips, D. The Effect of pH on the Photophysics and Photochemistry of Disulphonated Aluminum Phthalocyanine. Photochem. Photobiol. 2007, 71, 397-404.
257. Weber, J.H.; Buch, D.H. Complexes Derived from Strong Field Ligands. XIX. Magnetic Properties of Transition Metal Derivatives of 4,4',4",4'''- Tetrasulfophthalocyanine. Inorg. Chem. 1965, 4, 469-471.
258. Weber, J.H.; Buch, D.H. Complexes Derived from Strong Field Ligands. XX. The Effect of Extraplanar Ligands on the Properties of Transition Metal 4,4',4",4'"-Tetrasulfophthalocyanines. Inorg. Chem. 1965, 4, 472-475.
259. Zagal, J.; Sen, R.K.; Yeager, E. Oxygen Reduction by Co(III) Tetrasulfonatephthalocyanine Irreversibly Adsorbed on a Stress Anneled Pyrolytic Graphite Electrode Surface. J. Electroanal. Chem. 1977, 83, 207-213.
260. Schneider, O.; Hanack, M. Phthalocyaninatoeisen mit Pyrazin als Zweizähnigen Brückenliganden. Angew. Chem. Int. Ed. Engl. 1980, 19, 392-393.
261. Hanack, M. Uberbruckte Makrocyclische Metallkomplexe als Organische Leiter. Org. Chem. 1987, 2, 75-78.
262. Hanack, M.; Deger, U.; Keppeler, U.; Lang, M.; Leverenz, A.; Rein, M. Phthalocyanines. In Conducting Polymers; Alcacer, L., Ed.; D. Reidel. Publ. Comp.: Amsterdam, The Netherlands, 1987.
263. Hanack, M.; Polley, R.; Deger, S. -cyano-2,3- naphthalocyaninatocobalt(III). Synth. Met. 1997, 89, 47-49.
264. Hanack, M.; Kamenzin, S.; Kamenzin, C.; Subramanian, L.R. Synthesis and Properties of Axially Disubstituted Monomeric and Oligomeric Phthalocyaninato Ruthenium (II) Compounds. Synth. Met. 2000, 110, 93-103.
265. Calvete, M.; Yang, G.Y.; Hanack, M. Porphyrins and Phthalocyanines as Materials for Optical Limiting. Synth. Met. 2004, 141, 231-243.
266. Schramm, C.J.; Scaringe, R.P; Stojakovic, D.R.; Hoffman, B.M.; Ibers, J.A.; Marks, T.J. Chemical, Spectral, Structural, and Charge Transport Properties of the Molecular Metals Produced by Iodination of Nickel Phthalocyanine. J. Am. Chem. Soc.1980, 102, 6702-6713.
267. Hoffman, B.M.; Ibers, J.A. Porphyrinic Molecular Metals. Acc. Chem. Res. 1983, 16, 15-21.
268. Barret, P.A.; Dent, C.E.; Linstead, R.P. Phthalocyanines. Part VII. Phthalocyanine as a Coordinating Group. A General Investigation of the Metallic Derivatives. J. Chem. Soc. 1936, 1719-1736.
269. Kirin, I.S.; Moskalev, P.N.; Makashev, Y.A. Formation of Unusual Phthalocyanines of the Rare-earth Elements. Russ. J. Inorg. Chem. 1965, 10, 1065-1066.
270. Kirin, I.S.; Moskalev, P.N.; Ivannikova, N.V. Preparation and Properties of Neodymium Phthalocyanine. Russ. J. Inorg. Chem. 1967, 12, 944-945.
271. Kirin, I.S.; Moskalev, P.N. Preparation and Properties of Yttrium and Erbium Diphthalocyanines. Russ. J. Inorg. Chem. 1970, 15, 7-8.
272. Kirin, I.S.; Kolyadin, A.B.; Moskalev, P.N. Preparation and Properties of Uranium Bis(phthalocyanine). Russ. J. Inorg. Chem. 1971, 16, 1455.
273. Kirin, I.S.; Moskalev, P.N. The Electrochromism of Lanthanide-Di- Phthalocyanines. Russ. J. Phy. Chem. 1972, 46, 1019.
274. Moskalev, P.N.; Kirin, I.S. A Spectrophotometric Study of the Sulphonated Diphthalocyanine Complexes of Yttrium, Gadolinium, and Luthetium in Aqueous Solution. Russ. J. Inorg. Chem. 1971, 16, 57-60.
275. Moskalev, P.N.; Mishin, V.Y.; Rubtsov, E.M.; Kirin, I.S. Preparation and Thermal Stability of Bisphthalocyanine Complexes of Lanthanides: Hafnium, Thorium and Uranium. Russ. J. Inorg. Chem. 1976, 21, 1243-1245.
276. Kasuga, K.; Tsutsuo, M. Some New Developments in the Chemistry of Metallophthalocyanines. Coord. Chem. Rev. 1980, 32, 67-95.
277. Kasuga, K.; Tsutsuo, M. Bis(tetrasulfophthalocyaninato)samarium (III). J. Coord. Chem. 1981, 11, 177-178.
278. De Cian, A.; Moussavi, M.; Fisher, J.; Weiss, R. Synthesis, Structure, and Spectroscopic and Magnetic Properties of Lutetium(III) Phthalocyanine Derivatives: LuPc2•CH2Cl2 and [LuPc(OAc)(H2O)2].H2O.2CH3OH. Inorg. Chem. 1985, 24, 3162-3167.
279. André, J.J.; Holczer, K.; Petit, P.; Riou, M.T.; Clarisse, C.; Even, R.; Fourmigue, M.; Simon, J. Electrical and Magnetic Properties of Thin Films and Single Crystals of Bis(phthalocyaninato)lutetium. Chem. Phys. Lett. 1985, 115, 463-466.
280. Nicholson, M.M.; Galiardi, R.V. U.S. NTIS, AD Rep. 1977, AD-A039596. Chem. Abstr. 1977, 87, 144073v.
281. Nicholson, M.M.; Pizzarello, F.A. Charge Transport in Oxidation Product of Lutetium Diphthalocyanine. J. Electrochem. Soc. 1979, 126, 1490-1495.
282. Nicholson, M.M.; Pizzarello, F.A. Galvanostatic Transients in Lutetium Diphthalocyanine Films. J. Electrochem. Soc. 1980, 127, 821-827.
283. Nicholson, M.M.; Pizzarello, F.A. Cathodic Electrochromic of Lutetium Diphthalocyanine Films. J. Electrochem. Soc. 1981, 128, 1740-1743.
284. Nicholson, M.M. Electrochromic display using rare-earth diphthalocyanines and a low freezing-point electrolyte. U.S. Patent 4,371,236, 1 February 1983.
285. Sammells, A. Multi-color Electrochromic Cells Having Solid Polymer Electrolytes and a Distinct Electrochromic Layer. U.S. Patent 4,807,977, 28 February 1989.
286. Hara, T.; Toriyama, M.; Tsukagoshi, K. Immunoassay Using a Metal-complex Compound as a Chemiluminescent Catalyst. I. Iron(III) Phthalocyanine as a Labeling Reagent. Bull. Chem. Soc. Jpn. 1983, 56, 2267-2271.
287. Hara, T.; Toriyama, M.; Miyoshi, H.; Syogase, S. Immunoassay Using a Metal-complex Compound as a Chemiluminescent Catalyst. IV. The Investigation of a Metal porphine Complex as a Labeling Reagent. Bull. Chem. Soc. Jpn. 1984, 57, 3009-3010.
288. Hara, T.; Toriyama, M.; Imaki, M. Immunoassay Using a Metal-complex Compound as a Chemiluminescent Catalyst. V. Continuous Immunoassay by the Use of CLCCIA. Bull. Chem. Soc. Jpn. 1985, 58, 1299-1303.
289. Mew, D.; Wat, C.K.; Towers, G.H.; Levy, J.G. Photoimmunotherapy: Treatment of Animal Tumors with Tumor-specific Monoclonal Antibody- hematoporphyrin Conjugates. J. Immunol. 1983, 130, 1473-1477.
290. Mew, D.; Lum, V.; Wat, C.K.; Towers, G.H.; Sun, C.H.; Walter, R.J.; Wright, W.; Berns, M.W.; Levy, J.G. Ability of Specific Monoclonal Antibodies and Conventional Antisera Conjugated to Hematoporphyrin to Label and Kill Selected Cell Lines Subsequent to Light Activation. Cancer Res. 1985, 45, 4380-4386.
291. Ben-Hur, E.; Rosenthal, I. Photosensitized Inactivation of Chinese Hamster Cells by Phthalocyanines. Photochem. Photobiol. 1985, 42, 129-133.
292. Ben-Hur, E.; Rosenthal, I. Photosensitization of Chinese Hamster Cells by Water-soluble Phthalocyanines. Photochem. Photobiol. 1986, 43, 615-619.
293. Ben-Hur, E.; Rosenthal, I. Action Spectrum (600-700 nm) for Chloraluminum Phthalocyanineinduced Phototoxicity in Chinese Hamster Cells. Lasers Life Sci. 1986, 1, 79-86.
294. Ben-Hur, E.; Green, M.; Prager, A.; Kol, R.; Rosenthal, I. Phthalocyanine Photosensitization of Mammalian Cells: Biochemical and Ultrastructural Effects. Photochem. Photobiol. 1987, 46, 651-656.
295. Spikes, J.D.; Bommer, J.C. Zinc Tetrasulphophthalocyanine as a Photodynamic Sensitizer for Biomolecules. Int. J. Radiat. Biol. 1986, 50, 41-45.
296. Spikes, J.D. Phthalocyanines as Photosensitizers in Biological Systems and for the Photodynamic Therapy of Tumors. Photochem. Photobiol. 1986, 43, 691-699.
297. Brasseur, N.; Ali, H.; Autenrieth, D.; Langlois, R.; van Lier, J.E. Biological Activities of Phthalocyanines III. Photoinactivation of V-79 Chinese Hamster Cells by Tetrasulfophthalocyanines. Photochem. Photobiol. 1985, 42, 515-521.
298. Brasseur, N.; Ali, H.; Langlois, R.; van Lier, J.E. Biological activities of phthalocyanines - VII. Photoinactivation of V-79 Chinese Hamster Cells by Selectively Sulfonated Gallium Phthalocyanines. Photochem. Photobiol. 1987, 46, 739-744.
299. Langlois, R.; Ali, H.; Brasseur, N.; Wagner, J.R.; van Lier, J.E. Biological Activities of Phthalocyanines-IV. Type II Sensitized Photooxidation of L-tryptophan and Cholesterol by Sulfonated Metallo Phthalocyanines. Photochem. Photobiol. 1986, 44, 117-123.
300. Chan, W.S.; Marshall, J.F.; Hart, I.R. Photodynamic Therapy of a Murine Tumor Following Sensitisation with Chloro Aluminum Sulfonated Phthalocyanine. Photochem. Photobiol. 1987, 46, 867-871.
301. Selman, S.H.; Kreimer-Birnbaum, M.; Chaudhuri, K.; Garbo, G.M.; Seaman, D.A.; Keck, R.W.; Ben-Hur, E.; Rosenthal, I. Photodynamic Treatment of Transplantable Bladder Tumors in Rodents After Pretreatment with Chloroaluminum Tetrasulfophthalocyanine. J. Urol. 1986, 136, 141-145.
302. Tralau, C.J.; Barr, H.; Sandeman, D.R.; Barton, T.; Lewin, M.R.; Bown, S.G. Aluminum Sulfonated Phthalocyanine Distribution in Rodent Tumors of the Colon, Brain and Páncreas. Photochem. Photobiol. 1987, 46, 777-781.
303. Algermissen, B.; Jamil, B.; Osterloh, K.; Berlien, H.-P. In Proceedings of SPIE Conference on Photochemotheraphy: Phothodynamic Theraphy and Other Modalities III; Berg, K., Ehrenberg, B., Mohan, J., Eds.; SPIE: Bellingham, WA, USA, 1997; Volume 3191.
304. Lavi, A.; Weitman, H.; Holmes, R.T.; Smith, K.M.; Ehrenberg, B. The Depth of Porphyrin in a Membrane and the Membrane's Physical Properties Affect the Photosensitizing Efficiency. Biophys. J. 2002, 82, 2101-2110.
305. Weizman, E.; Rothman, C.H.; Greenbaum, L.; Shainberg, A.; Adamek, M.; Ehrenberg, B.; Malik, Z. Mitocondrial Localization and Photodamage During Photodynamic Therapy with Tetraphenylporphines, J. Photochem. Photobiol. B 2000, 59, 92-102.
306. Lane, N. New Light on Medicine. Sci. Am. 2003, 288, 26-33.
307. Roginski, S.S.; Sakharov, M.M. Catalytic Properties of Organic Semiconductors. Russ. J. Phys. Chem. 1968, 42, 696.
308. Kropf, H.; Gebert, W.; Franke, K. Zur autoxidation von 1.1 - Diphenyläthan in Gegenwart von Kupfer-Phthalocyanin. Tetrahedron Lett. 1968, 53, 5527-5528.
309. Cullis, C.F.; Trimm, D.L. Homogeneous Catalysis of the Oxidation of Thiols by Metal Ions. Discuss Faraday Soc. 1968, 46, 144-149.
310. Beck, F. Voltammetrische Untersuchungen an Elektrokatalytisch Wirksamen Phthalocyaninen und Tetraazaannulenen in Konzentrierter Schwefelsäure. Ber. Bunsenges. Phys. Chem. 1973, 77, 353-364.
311. Beck, F.; Heiss, J.; Hiller, H.; Polster, R. Symposium Katalyse an Phthalocyaninen, Hamburg, 5 October 1972; Kropf, H., Steinbach, F., Eds.; Thieme Publisher: Stuttgart, Germany, 1973; p. 53.
312. Steinbach, F.; Hiltner, K. Heterogene Katalyse an Komplex Gebundenen Metallatomen am Beispiel der Propanol(2)dampfoxydation an Phthalocyaninpulvern. Z. Phys. Chem. (N. F.) 1973, 83, 126-140.
313. Steinbach, F.; Schmidt, H. The Influence of Sulphur Compounds on ß-Cu-Phthalocyanine Used as an Oxidation Catalyst. J. Catal. 1973, 29, 515-516.
314. Steinbach, F.; Zobel, M. Die katalytische Zersetzung von Hydrazindampf an Monomeren ß-Cu-Phthalocyanin (Catalytic Decomposition of Hydrazine Vapor on Monomeric ß-Copper Phthalocyanine). Z. Phys. Chem. (N. F.) 1973, 87, 142-150.
315. Griffith, J.S. On the Magnetic Properties of Some Haemoglobin Complexes. Proc. Roy. Soc. Lond. A 1956, 235, 23-36.
316. Heilmeir, G.H.; Zanoni, L.A. Surface Studies of -Copper Phthalocyanine Films. J. Phy. Chem. Solids 1964, 25, 603-611.
317. Alt, H.; Binder, T.; Lindner, W.; Sandstede, G. Metal chelates as electrocatalysts for oxygen reduction in acid electrolytes. J. Electroanal. Chem. 1971, 31, A19-A22.
318. Contour, J.P.; Lenfant, P.; Vijh, A.K. Gas-Phase Chemisorption and Electroreduction of Oxygen on Phthalocyanines. J. Catal. 1973, 29, 8-14.
319. Maxted, E.B. The Poisoning of Metallic Catalysts. Adv. Catal. 1951, 3, 129-178.
320. Steinbach, F.; Schmidt, H.H. Metal Phthalocyanines Used as Catalysts in Gas Phase Reactions: IV. Oxidation of 2-Propanol Catalyzed by Monomeric ß-Cu-Phthalocyanine in the Presence of Sulfur Compounds. J. Catal. 1975, 39, 190-197.
321. Manassen, J.; Bar-ilan, A. Metal Complexes of Phthalocyanine and -ß-d-Tetraphenylporphyrin as Heterogeneous Catalysts in Oxidative Dehydrogenation. Correlation Between Catalytic Activity and Redox Potential. J. Catal. 1970, 17, 86-92.
322. Manassen, J. A Comparison Between the Chemical and Electrochemical Catalysis by Tetraphenylporphyrin and Phthalocyanine Complexes. J. Catal. 1974, 33, 133-137.
323. Manassen, J. Metal Complexes of Porphyrinlike Compounds as Heterogeneous Catalysts. Cat. Rev. Sci. Eng. 1974, 9, 223-243.
324. Appleby, A.J.; Savy, M. Oxygen Reduction on Ultra Thin Carbon Supported Polymeric Phthalocyanine Electrodes in 6 N KOH. Electrochim. Acta 1975, 21, 567-574.
325. Cook, A.H. Catalytic properties of the phthalocyanines. Part I. Catalase properties. J. Chem. Soc. 1938, 1761-1768.
326. Hara, T.; Ohkatsu, Y.; Osa, T. The Oxidation of Cumene Catalyzed by Metal Polyphthalocyanines. Chem. Lett. 1973, 103, 103-106.
327. Hara, T.; Ohkatsu, Y.; Osa, T. The Oxidation of Acrolein Catalyzed by a Metal Polyphthalocyanine. Chem. Lett. 1973, 103, 953-956.
328. Hara, T.; Ohkatsu, Y.; Osa, T. Kinetics of the Oxidation of Acrolein Initiated by Di-t-Butyl Diperoxyoxalate. Bull. Chem. Soc. Jpn. 1974, 47, 156-159.
329. Hara, T.; Ohkatsu, Y.; Osa, T. Catalytic Activity of Metal Polyphthalocyanines in Autoxidation Reactions. Bull. Chem. Soc. Jpn. 1975, 48, 85.
330. Kothari, V.M.; Tazuma, J.J. Selective autoxidation of some phenols using salcomines and metal phthalocyanines. J. Catal. 1976, 41, 180-189.
331. Chatti, I.; Ghorbel, A.; Grange, P.; Colin, J.M. Oxidation of Mercaptans in Light Oil Sweetening by Cobalt(II) Phthalocyanine-Hydrotalcite Catalysts. Catal. Today 2002, 75, 113-117.
332. Naito, S.; Tamaru, K. Oxidative Dehydrogenation of Alcohols over Metal Polyphthalocyanines. Z. Phys. Chem. (N. F.) 1975, 94, 150-152.
333. Darwent, J.R.; Douglas, P.; Harriman, A.; Porter, G.; Richoux, M.C. Metal Phthalocyanines and Porphyrins as Photosensitizers for Reduction of water to Hydrogen. Coord. Chem. Rev. 1982, 44, 83-126.
334. Basu, B.; Satapathy, S.; Bhatnagar, A.K. Merox and Related Metal Phthalocyanine Catalyzed Oxidation Processes. Catal. Rev. Sci. Eng. 1993, 35, 571-609.
335. Balkus, K.J., Jr.; Gavrielov, A.G. Zeolite Encapsulated Metal Complexes. J. Incl. Phenom. Mol. Recog. Chem. 1995, 21, 159-184.
336. Bedioui, F. Zeolite-Encapsulated and clay-intercalated Metal Porphyrin, Phthalocyanine and Schiff-base Complexes as Models for Biomimetic Oxidation Catalysts: An Overview. Coord. Chem. Rev. 1995, 144, 39-68.
337. Herron, N. Toward Si-Based Life: Zeolites as Enzyme Mimics. Chemtech 1989, 19, 542-548.
338. Kannan, S.; Awate, S.V.; Agashe, M.S. Incorporation of Anionic Copper Phthalocyanine Complexes in to the Intergallery of Mg-Al Layered Double Hydroxides. Recent Adv. Basic Appl. Surf. Sci. Catal. 1998, 113, 927-935.
339. Carrado, K.A.; Forman, J.E.; Botto, R.E.; Winans, R.E. Incorporation of Phthalocyanines by Cationic and Anionic Clays Via Ion Exchange and Direct Synthesis. Chem. Matter. 1993, 5, 472-478.
340. Drezdzon, M.A. Synthesis of Isopolymetalate-Pillared Hydrotalcite Via Organic-Anion-Pillared Precursors. Inorg. Chem. 1988, 27, 4628-4632.
341. Perez-Bernal, M.E.; Ruano-Casero, R.; Pinnavaia, T.J. Catalytic Autoxidation of 1-Decanethiol by Cobalt(II) Phthalocyaninetetrasulfonate Intercalated in a Layered Double Hydroxide. Catal. Lett. 1991, 11, 55-61.
342. Yeager, E. External link Electrocatalysts for O2 Reduction. Electrochim. Acta 1984, 29, 1527-1537.
343. Van der Putten, A.; Elzing, A.; Visscher, W.; Barendrecht, E. Redox Potential and Electrocatalysis of O2 Reduction on Transition Metal Chelates. J. Electroanal. Chem. 1987, 221, 95-104.
344. Van Veen, J.A.R.; Colijn, H.A.; van Baar, J.F. On the Effect of a Heat Treatment on the Structure of Carbon-supported Metalloporphyrins and Phthalocyanines. Electrochim. Acta 1988, 33, 801-804.
345. Mayers, R.A., Ed.; Handbook of Petroleum Refining Processes; McGraw-Hill: New York, NY, USA, 1986.
346. Leitão, A.; Costa, C.; Rodrigues, A. Studies on the Impregnation Step of the Merox Process. Chem. Eng. Sci. 1987, 42, 2291-2299.
347. Ferraudi, G.; Arguello, G.A.; Ali, H.; van Lier, J.E. Types I y II Sensitized Photooxidation of Aminoacid by Phthalocyanines: A flash Photochemical Study. Photochem. Photobiol. 1988, 47, 657-660.
348. Savitsky, A.P.; Lapatin, K.V.; Golubeva, N.A.; Poroshina, Y.M.; Chernyaeva, E.B.; Stepanova, N.V.; Solovieva, L.I.; Lukyanets, E.A. pH Dependence of Fluorescence and Absorbance Spectra of Free Sulphonated Aluminium Phthalocyanine and its Conjugate with Monoclonal Antibodies. J. Photochem. Photobiol. B Biol. 1992, 13, 327-333.
349. Lee, S.K.; Okura, I. Optical Sensor for Oxygen Using a Porphyrin-doped Sol-Gel Glass. Analyst 1997, 122, 81-84.
350. Rakow, N.A.; Suslick, K.S. A Colorimetric Sensor Array for Odour Visualization. Nature 2000, 406, 710-712.
351. Feng, L.; Musto, C.J.; Kemling, J.W.; Lim, S.H.; Zhong, W.; Suslick, K.S. Colorimetric Sensor Array for Determination and Identification of Toxic Industrial Chemicals. Anal. Chem. 2010, 82, 9433-9440.
352. Dunbar, A.D.F.; Brittle, S.; Richardson, T.H.; Hutchinson, J.; Hunter, C.A. Detection of Volatile Organic Compounds Using Porphyrin Derivatives. J. Phys. Chem. B 2010, 114, 11697-11702.
353. Worsfold, O.; Dooling, C.M.; Richardson, T.H.; Vysotsky, M.O.; Tregonning, R.; Hunter, C.A.; Malins, C. Nitrogen Dioxide Sensing Characteristics at Elevated Temperature of Sol-gel Glass Thin Films Containing Substituted Porphyrin Dyes. J. Mater. Chem. 2001, 11, 399-403.
354. Balaji, T.; Sasidharan, M.; Matsunaga, H. Optical Sensor for the Visual Detection of Mercury Using Mesoporous Silica Anchoring Porphyrin Moiety. Analyst 2005, 130, 1162-1167.
355. Zhang, H.; Sun, Y.; Ye, K.; Zhang, P.; Wang, Y. Oxygen Sensing Materials Based on Mesoporous Silica MCM-41 and Pt(II)-porphyrin Complexes. J. Mater. Chem. 2005, 15, 3181-3186.
356. Livage, J.; Henry, M.; Sanchez, C. Sol-gel Chemistry of Transition Metal Oxides. Prog. Solid State Chem. 1988, 18, 259-341.
357. Livage, J. Chimie Douce: From Shake-And-bake Processing to Wet Chemistry New J. Chem. 2001, 25, 1.
358. Sanchez, C.; Rozes, L.; Ribot, F.; Laberty-Robert, C.; Grosso, D.; Sassoye, C.; Boissiere, C.; Nicole, L. "Chimie douce": A Land of Opportunities for the Designed Construction of Functional Inorganic and Hybrid Organic-inorganic Nanomaterials. C. R. Chim. 2010, 13, 3-39.
359. Brinker, C.J.; Scherer, G. Sol-Gel Science: The Physics and Chemistry of Sol-Gel Processing; Academic Press: San Diego, CA, USA, 1990.
360. Klein, L.C. Sol-Gel Technology; Noyes Publications: Park Ridge, NJ, USA, 1988.
361. Wang, S.H.; Campbell, C.; Hench, L.L. Ultrastructre Processing of Ceramics, Glasses and Composites; Hench, L.L., Ulrich, D.R., Eds.; Wiley: New York, NY, USA, 1988.
362. Hench, L.L.; Wang, S.H.; Nogues, J.L. Sol-Gel Processing of Large Silica Optics, Multifunctional, Materials; Ggunshor, R.L., Ed.; In Proceedings of 4th International Conference on Ultrastructure Processing of Ceramics, Glasses and Composites, Tucson, AZ, USA, 20-24 February, 1989.
363. Hench, L.L.; West, J.K. The Sol-gel Process. Chem. Rev. 1990, 90, 33-72.
364. Aelion, R.; Loebel, A.; Eirich, F. Hydrolysis of Ethyl Silicate. J. Am. Chem. Soc. 1950, 72, 5705-5712.
365. Fitremann, J.; Doeuff, S.; Sanchez, C. Propriétés Optiques de Gels à Base de TiO2, ZrO2, Al2O3 et SiO2 Dopés par de la Rhodamine 640. Ann. Chim. 1990, 15, 421-432.
366. Sakka, S.; Kamiya, K. The Sol-gel Transition in the Hydrolysis of Metal Alkoxides in Relation to the Formation of Glass Fibers and Films. J. Non Cryst. Solids 1982, 48, 31-46.
367. Scheefer, D.W.; Martin, J.E.; Wiltzius, P.W. Kinetics of Aggregation and Gelation; Family, F., Landau, D.P., Eds.; North Holland: Amsterdam, The Netherlands, 1984.
368. Brinker, C.J.; Keefer, K.D.; Schaefer, D.W.; Ashley, C.S. Sol-gel Transition in Simple Silicates. J. Non Cryst. Solids 1982, 48, 47-64.
369. Brinker, C.J.; Keefer, K.D.; Schaefer, D.W.; Assink, R.A.; Kay, B.D.; Ashley, C.S. Sol-gel Transition in Simple Silicates II. J. Non Cryst. Solids 1984, 63, 45-59.
370. Wang, S.H.; Campbell, C.; Hench, L.L. Ultrastructre Processing of Ceramics, Glasses and Composites; Hench, L.L., Ulrich, D.R., Eds.; Wiley: New York, NY, USA, 1988; p. 145.
371. Orcel, G.; Hench, L.L.; Artaki, I.; Jonas, J.; Zerda, T.W. Effect of Formamide Additive on the Chemistry of Silica Sol-gels II. Gel Structure. J. Non Cryst. Solids 1988, 105, 223-231.
372. Hench, L.L.; Orcel, G. Physical-chemical and Biochemical Factors in Silica Sol-gels. J. Non Cryst. Solids 1986, 82, 1-10.
373. Yamane, M.; Inoue, S.; Yasumori, A. Sol-gel Transition in the Hydrolysis of Silicon Methoxide. J. Non Cryst. Solids 1984, 63, 13-21.
374. Sakka, S.; Kamiya, K. Glasses from Metal Alcoholates. J. Non Cryst. Solids 1980, 42, 403-421.
375. Debsikdar, J.C. Effect of the Nature of the Sol-gel Transition on the Oxide Content and Microstructure of Silica Gel. Adv. Ceram Mater. 1986, 1, 93-98.
376. Avnir, D.; Levy, D.; Reisfield, R. The Nature of the Silica Cage as Reflected by Spectral Changes and Enhanced Photostability of Trapped Rhodamine 6G. J. Phys. Chem. 1984, 88, 5956-5959.
377. Levy, D.; Reisfeld, R.; Avnir, D. Fluorescence of Europium(III) Trapped in Silica Gel-glass as a Probe for Cation Binding and for Changes in Cage Symmetry During Gel Dehydration. Chem. Phys. Lett. 1984, 109, 593-597.
378. Kaufman, V.R.; Avnir, D.; Pines-Rojanski, D.; Huppert, D. Water Consumption During the Early Stages of the Sol-gel Tetramethylorthosilicate Polymerization as Probed by Excited State Proton Transfer. J. Non Cryst. Solids 1988, 99, 379-386.
379. Levy, D.; Einhorn, S.; Avnir, D. Applications of the Sol-gel Process for the Preparation of Photochromic Information-recording Materials: Synthesis, Properties, Mechanisms. J. Non Cryst. Solids 1989, 113, 137-145.
380. Campostini, R.; Carturan, G.; Ferrari, M.; Montagna, M.; Pilla, O. Luminescence of Eu3+ Ions during Thermal Densification of SiO2 Gel. J. Mater. Res. 1992, 7, 745-753.
381. Pouxviel, J.C.; Dunn, B.; Zink, J.I. Fluorescence Study of Aluminosilicate Sols and Gels Doped with Hydroxy Trisulfonated Pyrene J. Phys. Chem. 1989, 93, 2134-2139.
382. Canva, M.; Georges, P.; Brun, A.; Larrue, D.; Zarzycki, J. Impregnated SiO2 Gels Used as Dye Laser Matrix Hosts. J. Non Cryst. Solids 1992, 147-148, 636-640.
383. Miller, J.M., Dunn, B.; Valentine, J.S.; Zink, J.I. Synthesis Conditions for Encapsulating Cytochrome c and Catalase in SiO2 Sol-gel Materials. J. Non Cryst. Solids 1996, 202, 279-289.
384. Dave, B.C.; Dunn, B.; Valentine, J.S.; Zink, J.I. Nanoconfined Proteins and Enzymes: Sol-Gel Based Biomolecular Materials. Adv. Chem. Ser. 1996, 622, 351-365.
385. Menaa, B.; Torres, C.; Herrero, M.; Rives, V.; Gilbert, A.R.W.; Eggers, D.K. Protein Adsorption to Organically-modified Silica Glass Leads to a Different Structure than Sol-gel Encapsulation. Biophys. J. 2008, 95, L51-L53.
386. Menaa, B.; Miyagawa, Y.; Takahashi, M.; Herrero, M.; Rives, V.; Menaa, F.; Eggers, D.K. Bioencapsulation of Apomyoglobin in Nanoporous Organosilica Sol-gel glasses: Influence of the Siloxane Network on the Conformation and Stability of a Model Protein. Biopolymers 2009, 91, 895-906.
387. Menaa, B.; Menaa, F.; Aiolfi-Guimaraes, C.; Sharts, O. Silica-based Nanoporous Sol-gel Glasses: From Bioencapsulation to Protein Folding Studies. Int. J. Nanotechnol. 2010, 7, 1-45.
388. Campostrini, R.; Carturan, G.; Caniato, R.; Piovan, A.; Filippini, R.; Innocenti, G.; Cappelletti, E.M. Immobilization of Plant Cells in Hybrid Sol-gel Materials. J. Sol Gel Sci. Technol. 1996, 7, 87-97.
389. Nassif, N.; Bouvet, O.; Rager, M.N.; Roux, C.; Coradin, T.; Livage, J. Living Bacteria in Silica Gels. Nat. Mater. 2002, 1, 42-44.
390. Nassif, N.; Roux, C.; Coradin, T.; Rager, M.N.; Bouvet, O.M.M.; Livage, J. A Sol-gel Matrix to Preserve the Viability of Encapsulated Bacteria. J. Mater. Chem. 2003, 13, 203-208.
391. Avnir, D.; Coradin, T.; Lev, O.; Livage, J. Recent Bio-Applications of Sol-gel Materials. J. Mater. Chem. 2006, 16, 1013-1030.
392. Dickey, F.H. The Preparation of Specific Adsorbens. Proc. Natl. Acad. Sci. USA 1949, 35, 227-229.
393. Rama, N.K.; Anderson, M.T.; Brinker, C.J. Template-Based Approaches to the Preparation of Amorphous, Nanoporous Silicas. Chem. Mater. 1996, 8, 1682-1701.
394. Fuqua, P.D.; Manssur, K.; Alvares, D.; Marder, S.R.; Perry, J.W.; Dunn, B. Synthesis and Nonlinear Optical Properties of Sol-gel Material Containing Phthalocyanines. In Proceedings of the SPIE Conference Sol-Gel Optics-II; Mackenzie, J.D., Ed.; Bellingham, WA, USA, 9 December 1992; Volume 1758.
395. Fuqua, P.D.; Dunn, B.; Zink, J.I. Dimer Formation in phthalocyanine-doped sol-gel materials. In Proceedings of the SPIE Conference Sol-Gel Optics III; Mackenzie, J.D., Ed.; San Diego, CA, USA, 13 October 1994; Volume 2210.
396. Fuqua, P.D.; Dunn, B. Optical Properties and Dimer Formation in Copper Phthalocyanine-doped Sol-gel Materials. J. Sol Gel Sci. Technol. 1998, 11, 241-250.
397. Fuqua, P.D. Second and Third Order Nonlinear Optical Properties of
398. Litrán, R.; Blanco, E.; Ramírez-del-Solar, M.; Esquivias, L. Trapping Copper Phthalocyanine in a Silica Sono-Xerogel. J. Sol Gel Sci. Technol. 1997, 8, 985-990.
399. Kamitani, K.; Uo, M.; Inoue, H.; Makishima, A. Synthesis and Spectroscopy of TPP's-doped Silica Gels by the Sol-gel process. J. Sol Gel Sci. Technol. 1993, 1, 85-92.
400. Wang, X.J.; Yates, L.M., III; Knobbe, E.T. Study of Nonlinear Absorption in Metalloporphyrin- Doped Sol-gel Materials. J. Lumin. 1994, 60-61, 469-473.
401. Ciuffi, K.; Sacco, H.C.; Valim, J.B.; Manso, C.M.C.P.; Serra, O.A.; Nascimento, O.R.; Vidoto, E.A.; Iamamoto, Y. Polymeric Organic-inorganic Hybrid Material Containing Iron(III) Porphyrin Using Sol-gel Process. J. Non Crystal. Solids 1999, 247, 146-152.
402. Ribeiro, A.O.; Biazzotto, J.C.; Serra, O.A. A Phthalocyanine Covalently Bonded to a Silica Network by a Sol-gel Process. J. Non Cryst. Solids 2000, 273, 198-202.
403. Sacco, H.C.; Ciuffi, K.J.; Biazzotto, J.C.; Mello, C.; de Oliveira, D.C.; Vidoto, E.A.; Nascimento, O.R.; Serra, O.A.; Iamamoto, Y. Ironporphyrins Trapped Sol-gel Glasses: A Chemometric Approach. J. Non Cryst. Solids 2001, 284, 174-182.
404. Biazzotto, J.C.; Vidoto, E.A.; Nascimento, O.R.; Iamamoto, Y.; Serra, O.A. Iron(III)-tetra-oureaphenylporphyrinosilica Obtained by a Sol-gel Process: A Study of EPR, Surface Area and Catalytic Activity. J. Non Cryst. Solids 2002, 304, 101-108.
405. Neri, C.R.; Calefi, P.S.; Iamamoto, Y.; Serra, O.A. Luminiscent Hybrid Porphyrinosilica Obtained by Sol-gel Chemistry. Mater. Res. São Carlos 2003, 6, 71-74.
406. Beck, J.S.; Vartuli, J.C.; Roth, W.J.; Leonowicz, M.E.; Kresge, C.T.; Schmitt, K.D.; Chu, C.T.W.; Olson, D.H.; Sheppard, E.W.; McCullen, S.B.; et al. A New Family of Mesoporous Molecular Sieves Prepared with Liquid Crystal Templates. J. Am. Chem. Soc. 1992, 114, 10834-10843.
407. Kresge, C.T.; Leonowicz, M.E.; Roth, W.J.; Vartuli, J.C.; Beck, J.S. Ordered Mesoporous Molecular Sieves Synthesized by a Liquid Crystal Template Mechanism. Nature 1992, 359, 710-712.
408. Huo, Q.; Margolese, D.I.; Ciesla, U.; Demuth, D.G.; Feng, P.; Gier, T.E.; Sieger, P.; Firouzi, A.; Chmelka, B.F.; Schüth, F.; et al. Organization of Organic Molecules with Inorganic Molecular Species into Nanocomposite Biphase Arrays. Chem. Mater. 1994, 6, 1176-1191.
409. Zhao, D.; Feng, J.; Huo, Q.; Melosh, N.; Fredrickson, G.H.; Chmelka, B.F; Stucky, G.D. Triblock Copolymer Syntheses of Mesoporous Silica with Periodic 50 to 300 Angstrom Pores. Science 1998, 279, 548-552.
410. Zhao, D.; Huo, Q.; Feng, J.; Chmelka, B.F.; Stucky, G.D. Nonionic Triblock and Star Diblock Copolymer and Oligomeric Surfactant Syntheses of Highly Ordered, Hydrothermally Stable, Mesoporous Silica Structures. J. Am. Chem. Soc. 1998, 120, 6024-6036.
411. Chao, M.C.; Wang, D.S.; Lin, H.P.; Mou, C.Y. Control of Single Crystal Morphology of SBA-1 Mesoporous Silica. J. Mater. Chem. 2003, 13, 2853-2854.
412. Naik, B.; Ghosh, N.N. A Review on Chemical Methodologies for Preparation of Mesoporous Silica and Alumina Based Materials. Recent Pat. Nanotechnol. 2009, 3, 213-224.
413. Inagaki, S.; Fukushima, Y.; Kuroda, K. Synthesis of Highly Ordered Mesoporous Materials from a Layered Polysilicate. J. Chem. Soc. Chem. Commun. 1993, 8, 680-682.
414. Inagaki, S.; Guan, S.; Ohsuna, T.; Terasaki, O. An Ordered Mesoporous Organosilica Hybrid Material with a Crystal-like Wall Structure. Nature 2002, 416, 204-307.
415. Hatton, B.; Landskron, K.; Whitnall, W.; Perovic, D.; Ozin, G. Past, Present, and Future of Periodic Mesoporous Organosilicas - The PMOs. Acc. Chem. Res. 2005, 38, 305-312.
416. Inagaki, S.; Mizoshita, N.; Taniab, T. Synthesis, Properties, and Applications of Periodic Mesoporous Organosilicas Prepared from Bridged Organosilane Precursors. Chem. Soc. Rev. 2011, 40, 789-800.
417. Lio, C.J.; Li, S.G.; Pang, W.Q.; Che, C.M. Ruthenium Porphyrin Encapsulated in Modified Mesoporous Molecular Sieve MCM-41 for Alkane Oxidation. Chem. Commun. 1997, 1, 65-66.
418. Sung-suh, H.M.; Luan, Z.; Kevan, L. Photoionization of Porphyrins in Mesoporous Siliceous MCM-41, AlMCM-41, and TiMCM-41 Molecular Sieves. J. Phys. Chem. B 1997, 101, 10455-10463.
419. Xu, W.; Guo, H.; Akins, D.L. Aggregation of Tetrakis(p-sulfonatophenyl) porphyrin within Modified Mesoporous MCM-41. J. Phys. Chem. B 2001, 105, 1543-1546.
420. Tanamura, Y.; Uchida, T.; Teramae, N.; Kikuchi, M.; Kusaba, K.; Onodera, Y. Ship-in-A-bottle Synthesis of Copper Phthalocyanine Molecules within Mesoporous Channels of MCM-41 by a Chemical Vapor Deposition Method. Nano Lett. 2001, 1, 387-389.
421. Lu, X.B.; Wang, H.; He, R. Aluminum Phthalocyanine Complex Covalently Bonded to MCM-41 Silica as Heterogeneous Catalyst for the Synthesis of Cyclic Carbonates. J. Mol. Catal. A Chem. 2002, 186, 33-42.
422. Debecker, D.P.; Mutin, P.H. Non-hydrolytic sol-gel routes to heterogeneous catalysts. Chem. Soc. Rev. 2012, 41, 3624-3650.
423. Sui, R.; Charpentier, P, Synthesis of Metal Oxide Nanostructures by Direct Sol-Gel Chemistry in Supercritical Fluids. Chem. Rev. 2012, 112, 3057-3082.
424. Monton, M.R.N.; Forsberg, E.M.; Brennan, J.D. Tailoring Sol-Gel-Derived Silica Materials for Optical Biosensing. Mater. Chem. 2012, 24, 796-811.
425. Li, Z.; Barnes, J.C.; Bosoy, A.; Stoddart, J.F.; Zink, J.I. Mesoporous silica nanoparticles in biomedical applications. Chem. Soc. Rev. 2012, 41, 2590-2605.
426. Chaudhuri, R.G.; Paria, S. Core/Shell Nanoparticles: Classes, Properties, Synthesis Mechanisms, Characterization, and Applications. Chem. Rev. 2012, 112, 2373-2433.
427. Goutterman, M. Study of the Effects of Substitution on the Absorption Spectra of Porphin. J. Chem. Phys. 1959, 30, 1139-1161.
428. Goutterman, M. The Porphyrins. In Physical Chemistry, Part A; Dolphin, D., Ed.; Academic Press: New York, NY, USA, 1979.
429. García-Sánchez, M.A.; Campero, A. Aggregation Properties of Metallic Tetrasulphophtalocyanines Encapsulated in Sol-Gel Materials. J. Sol Gel Sci. Technol. 1998, 37, 651-655.
430. García-Sánchez, M.A.; Campero, A. Aggregation properties of metallic tetrasulfophthalocyanines embedded in sol-gel silica. Polyhedron 2000, 19, 2383-2386.
431. García Sánchez, M.A.; Campero, A.; Avilés, M.L. Decomposition of Metal Tetrasulphophthalocyanines Incorporated in SiO2 gels. J. Non Cryst. Solids 2005, 351, 962-969.
432. Pedersen, C.J. Reversible Oxidation of Phthalocyanines. J. Org. Chem. 1957, 22, 127-132.
433. Mathur, S.C. Simple LCAO MO Calculations for Hydrogen Phthalocyanine. J. Chem. Phys. 1966, 45, 3470-3471.
434. Borisenkova, S.A.; Denisova, E.P.; Batanova, E.A.; Girenko, E.G.; Kaliya, O.L.; Lukyanets, E.A.; Vorozhtsov, G.N. Kinetics and Mechanism of Destruction of Cobalt Phthalocyanine Derivatives in Aqueous Solutions. J. Porphyr. Phthalocyanines 2000, 4, 684-688.
435. Bonnett, R.; Martínez, G. Photobleaching studies on Azabenzoporphyrins and Related Systems: A Comparison of the Photobleaching of the Zinc (II) Complexes of the Tetrabenzoporphyrin, 5-Azadibenzo[b,g]Porphyrin and Phthalocyanine Systems. J. Porphyr. Phthalocyanines 2000, 4, 544-550.
436. Ishii, K.; Siine, M.; Kikukawa, Y.; Kobayashi, N.; Shiragami, T.; Matsumoto, J.; Yasuda, M.; Suzuki, H.; Yokoi, H. Silica Gel-Supported Photofunctional Silicon Phthalocyanine Complexs: Photodesorption of Molecular Oxygen by Singlet Oxygen Generation, Chem. Phys. Lett. 2007, 448, 264-267.
437. García-Sánchez, M.A. Síntesis y Caracterización de Complejos Macrocíclicos Mixtos Lantanoides. M.Sc. Thesis, Universidad Autónoma Metropolitana, México D.F., México, 1993.
438. Stern, A.; Wenderlein, H. Über die Lichlt-Absorption der Porphyrine IV. Z. Physik. Chem. 1936, A175, 405-437.
439. Dorough, G.D.; Miller, J.R.; Huennekens, F.M. Spectra of the Metallo-Derivatives of -,ß,-,d-Tetraphenylporphine. J. Am. Chem. Soc. 1951, 73, 4315-4320.
440. García-Sánchez, M.A.; Campero, A. Insertion of Lanthanide Porphyrins in Silica Gel. J. Non Cryst. Solids 2001, 296, 50-56.
441. Rothemund, P. Porphyrin Studies. III. The Structure of the Porphine Ring System. J. Am. Chem. Soc. 1939, 61, 2912-2915.
442. García-Sánchez, M.A.; Tello-Solís, S.R.; Sosa-Fonseca, R.; Campero, A. Fluorescent Porphyrins Trapped in Monolithic SiO2 gels. J. Sol Gel Sci. Technol. 2006, 37, 93-97.
443. García-Sánchez, M.A.; de la Luz, V.; Estrada-Rico, M.L.; Murillo-Martínez, M.M.; Coahuila-Hernández, M.I.; Sosa-Fonseca, R.; Tello-Solís, S.R.; Rojas, F.; Campero, A. Fluorescent Porphyrins Covalently Bound to Silica Xerogel Matrices. J. Non Cryst. Solids 2009, 355, 120-125.
444. Sing, K.S.W.; Everett, D.H.; Haul, R.A.W.; Moscou, L.; Pierotti, R.A.; Rouquerol, J.; Siemieniewska, T. Reporting Physisorption Data for Gas/Solid Systems With Special Reference to the Determination of Surface Area and Porosity. Pure Appl. Chem. 1985, 57, 603-619.
445. Gregg, S.J.; Sing, K.S.W. Adsorption, Surface Area and Porosity; Academic Press: London, UK, 1967.
446. García-Sánchez, M.A.; de la Luz, V.; Coahuila- Hernández, M.I.; Rojas-González, F.; Tello-Solís, S.R.; Campero, A. Effects of the Structure of Entrapped Substituted Porphyrins on the Textural Characteristics of Silica Network. J. Photochem. Photobiol. A Chem. 2011, 223, 172-181.
447. De la Luz, V.; García-Sánchez, M.A.; Campero, A. Luminescent Porphyrinosilica Obtained by the Sol-Gel Method. J. Non Cryst. Solids 2007, 353, 2143-2149.
448. De la Luz, V. Porfirinas como Agentes de Ahormado en Materiales Hibridos Porosos. Ph.D. Tesis, Universidad Autónoma Metropolitana, México D.F., México, 2009.
449. Peng, H.; Lu, Y. Squarely Mesoporous and Functional Nanocomposites by Self-Directed Assembly of Organosilane. Adv. Mater. 2008, 20, 797-800.
450. González-Santiago, B.; García-Sánchez, M.A. Macrocycle-Pore Network Interactions: Aluminum Tetrasulfophthalocyanine in Organically Modified Silica. J. Non Cryst. Solids 2011, 357, 3168-3175.
451. García-Sánchez, M.A. Introducción de Marcocioclos Orgánicos en Matrices inorgánicas por el Método Sol-Gel. Ph.D. Thesis, Universidad Autónoma Metropolitana, México D.F., México, 2008.
452. Quiroz-Segoviano, R.I.Y.; Garcia-Sánchez, M.A.; Rojas-González, F. Cobalt Porphyrin Covalently Bonded to Organo Modified Silica Xerogels. J. Non Crystal. Solids 2012, 358, 2868-2876.