Highly organosoluble metal-free phthalocyanines and metallophthalocyanines: Synthesis and characterization

European Journal of Inorganic Chemistry

Volumn , Issue 12, 2007, Pages 1703-1712

  Bilgin, Ahmet ^a   Ertem, Beytullah ^b   Gök, Yaşar ^c  

^a KOCAELI UNIVERSITY   (Turkey)

^b KARADENIZ TECHNICAL UNIVERSITY   (Turkey)

^c PAMUKKALE UNIVERSITY   (Turkey)

Author keywords

Macrocycles; Nickel; Phthalonitrile; Soluble phthalocyanine; Zinc

Indexed keywords

ATMOSPHERIC PRESSURE; HEAVY METALS; NICKEL COMPOUNDS; PALLADIUM COMPOUNDS; SILVER COMPOUNDS; SOLVENT EXTRACTION; SPECTROSCOPIC ANALYSIS; ZINC COMPOUNDS;

AG +; MACROCYCLES; METAL FREE; METAL-FREE PHTHALOCYANINE; ORGANOSOLUBLE; PHTHALOCYANINE AND METALLO-PHTHALOCYANINE; PHTHALONITRILES; SOLUBLE PHTHALOCYANINE; SYNTHESIS AND CHARACTERIZATIONS; ZINC;

CHLORINE COMPOUNDS;

EID: 34250879632     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200600943     Document Type: Article

References (50)

1. a) E. Ben-Hur, W. S. Chan in The Porphyrin Handbook (Eds.: K. M. Kadish, K. M. Smith, R. Guilard), Academic Press, New York, 2003, vol. 19, pp. 1-36;
2. b) M. Bouvet in The Porphyrin Handbook (Eds.: K. M. Kadish, K. M. Smith, R. Guilard). Academic Press, New York, 2003, vol. 19, pp. 37-98;
3. c) P. Erk, H. Hengelsberg in The Porphyrin Handbook (Eds.: K. M. Kadish, K. M. Smith, R. Guilard), Academic Press, New York, 2003, vol. 19, pp. 105-149;
4. d) M. Kimura, H. Shirai in The Porphyrin Handbook (Eds.: K. M. Kadish, K. M. Smith, R. Guilard), Academic Press, New York, 2003, vol. 19, pp. 151-189;
5. e) M. L'Her, A. Pondaven in The Porphyrin Handbook (Eds.: K. M. Kadish, K. M. Smith, R. Guilard), Academic Press, New York, 2003, vol. 16, pp. 117-169.
6. a) C. C. Leznoff, A. B. P. Lever (Eds.), Phthalocyanines: Properties and Applications, VCH. Weinheim, 1989-1996, vols. 1-4;
7. b) N. B. McKeown, Phthalocyanine Materials: Synthesis Structure and Function. Cambridge University Press, Cambridge, 1998.
8. W. Eberhardt, M. Hanack, Synthesis 1997, 95-100.
9. N. Bhardwaj, J. Andraos, C. C. Leznoff, Can. J. Chem. 2002, 80, 141-147.
10. M. Hanack, M. Lang, Adv. Mater. 1994, 6, 819-833.
11. M. Hanack, S. Knecht, R. Polley, Chem. Ber. 1995, 128, 929-933.
12. S. Foley, G. Jones, R. Liuzzi, D. J. McGarvey, M. H. Perry, T. G. Truscott, J. Chem. Soc., Perkin Trans. 2 1997, 1725-1730.
13. S. Z. Yildiz, H. Kantekin, Y. Gök, J. Porphyrins Phthalocyanines 2001, 5, 367-375.
14. J. Sly, P. Kasák, E. G. Nadal, C. Rovira, L. Górriz, P. Thordarson, D. B. Amabilino, A. E. Rowan, R. J. M. Nolte, Chem. Commun. 2005, 1255-1257.
15. S. Dabak, A. G. Gürek, E. Musluoǧlu, V. Ahsen, New J. Chem. 2001, 25, 1583-1587.
16. M. Koçak, A. Cihan, A. İ. Okur, A. Gül, Ö. Bekâroǧlu, Dyes Pigments 2000, 45, 9-14.
17. N. Sheng, R. Li, C. F. Choi, W. Su, D. K. P. Ng, X. Cui, K. Yoshida, N. Kobayashi, J. Jiang, Inorg. Chem. 2006, 45, 3794-3802.
18. Y. Gök, H. Kantekin, A. Bilgin, D. Mendil, İ. Deǧirmencioǧlu, Chem. Commun. 2001, 285-286.
19. A. Bilgin, Y. Gök, Supramol. Chem. 2006, 18, 491-499.
20. A. Bilgin, B. Ertem, Y. Gök, Polyhedron 2005, 24, 1117-1124.
21. M. Hanack, P. Haisch, Synthesis 1995, 1251-1256.
22. a) A. Bilgin, Ç. Yaǧci, U. Yildiz, Macromol. Chem. Phys. 2005, 206, 2257-2268;
23. b) A. Bilgin, B. Ertem, Y. Gök, Supramol. Chem. 2005, 17, 277-281;
24. c) A. Bilgin, B. Ertem, Y. Gök, Tetrahedron Lett. 2003, 44, 3829-3833;
25. d) A. G. Gürek, V. Ahsen, A. Gül, Ö. Bekâroǧ lu, J. Chem. Soc., Dalton Trans. 1991, 3367-3371;
26. e) L. S. Beall, N. S. Mani, A. J. P. White, D. J. Williams, A. G. M. Barrett, B. M. Hoffman, J. Org. Chem. 1998, 63, 5806-5817;
27. f) B. Cabezon, E. Quesada, S. Esperanza, T. Torres, Eur. J. Org. Chem. 2000, 2767-2775;
28. g) P. Thordarson, R. J. M. Nolte, A. E. Rowanin in The Porphyrin Handbook (Eds.: K. M. Kadish, K. M. Smith, R. Guilard), Academic Press, New York, 2003, vol. 18, pp. 281-300.
29. K. Sakata, K. Matsumoto, M. Hashimoto, Inorg. Chim. Acta 1994, 227, 113-118.
30. D. Mendil, A. Bilgin, Y. Gök, H. B. Sentürk, J. Incl. Phenom. 2002, 43, 265-270.
31. J. E. Richman, T. J. Atkins, J. Am. Chem. Soc. 1974, 96, 2268-2270.
32. G. Ellis, T. Romney-Alexander, Chem. Rev. 1987, 87, 779-794.
33. a) A. W. Snow in The Porphyrin Handbook (Eds.: K. M. Kadish, K. M. Smith, R. Guilard), Academic Press, New York, 2003, vol. 17, pp. 129-167;
34. b) M. Brewis, G. J. Clarkson, M. Helliwell, A. M. Holder, N. B. McKeown, Chem. Eur. J. 2000, 6, 4630-4636.
35. a) T. Ceylan, Ö. Bekâroǧlu, Monatsh. Chem. 2002, 133, 71-78;
36. b) M. Q. Tian, T. Wada, H. Sasabe, Dyes Pigments 2002, 52, 1-8.
37. G. Gümüş, Z. Z. Öztürk, V. Ahsen, A. Gül, Ö. Bekâroǧlu, J. Chem. Soc., Dalton Trans. 1992, 2485-2489.
38. K. Takahashi, M. Kawashima, Y. Tomita, M. Itoh, Inorg. Chim. Acta 1995, 232, 69-73.
39. a) D. Attila, V. Ahsen, J. Porphyrins Phthalocyanines 2002, 6, 593-601;
40. b) F. Yilmaz, D. Attila, V. Ahsen, Polyhedron 2004, 23, 1931-1937.
41. a) J. Simon, J. J. Andre, Molecular Semiconductors (Eds.: J. M. Lehn, C. W. Rees), Springer, Berlin, 1985, p. 136;
42. b) D. Schlettwein, N. I. Jaeger, T Oekermann in The Porphyrin Handbook (Eds.: K. M. Kadish, K. M. Smith, R.), Academic Press, New York, 2003, vol. 16, pp. 247-285.
43. a) H. Pagnia, N. Sotnik, Phys. Status Solidi (a) 1988, 108, 11-65;
44. b) A. Ahmad, R. A. Collins, Phys. Status Solidi (a) 1991, 123, 201-211 ;
45. c) D. Dini, M. Hanack in The Porphyrin Handbook (Eds.: K. M. Kadish, K. M. Smith, R. Guilard), Academic Press, New York, 2003, vol. 17, pp. 1-31.
46. Z. Z. Öztürk, A. Altindal, A. G. Gürek, Ö. Bekâroǧlu, Synth. Met. 1992, 52, 291-297.
47. A. D. Delman, J. J. Kelly, A. A. Stein, F. B. Simms, Thermal Analysis: Proceedings of the 2nd International Conference, Academic Press, New York, 1969, vol. 1, p. 539.
48. H. Shirai, K. Kobayashi, Y. Takemae, A. Suzuki, O. Hirabaru, N. Hojo, Makromol. Chem. 1979, 180, 2073-2084.
49. T. R. Walton, J. R. Griffith, J. Appl. Polm. Sci., Appl. Polm. Symp. 1975, 26, 429-429.
50. D. D. Perin, W. L. F. Armarego, Purification of Laboratory Chemicals, 2nd ed., Pergamon Press, Oxford, 1989.