Synthesis, photophysical and photochemical studies of water soluble cationic zinc phthalocyanine derivatives

Polyhedron

Volumn 28, Issue 2, 2009, Pages 416-424

  Idowu, Mopelola ^a   Nyokong, Tebello ^a  

^a RHODES UNIVERSITY   (South Africa)

Author keywords

2 Diethylaminoethanethiol; Aggregation; Cremophore; Ionic; Quaternized; Triplet lifetime; Triplet yields; Zinc phthalocyanine

Indexed keywords

ZINC COMPOUNDS;

2-DIETHYLAMINOETHANETHIOL; AQUEOUS MEDIA; CREMOPHORE; DIMETHYLSULPHOXIDES; IONIC; PHOTOPHYSICAL STUDIES; QUATERNIZED; TRIPLET LIFETIMES; TRIPLET YIELD; ZINC PHTHALOCYANINES;

QUANTUM THEORY;

EID: 58149336778     PISSN: 02775387     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.poly.2008.11.021     Document Type: Article

References (63)

1. In: Leznoff C.C., and Lever A.B.P. (Eds). Phthalocyanines: Properties and Applications vols. 1-4 (1989-1996), VCH Publishers, New York
2. Simon J., and Bassoul P. Design of Molecular Materials: Supramolecular Engineering (2000), VCH, Weinheim
3. Schlettwein D., Wohrle D., and Jaeger N.I. J. Electrochem. Soc. 136 (1989) 2882
4. Simon J., and Sirlin C. Pure Appl. Chem. 61 (1989) 1625
5. Cook M.J., McKeown N.B., Simmons J.M., Thomson A.J., Daniel M.F., Harrison K.J., Richardson R.M., and Roser S.J. J. Mater. Chem. 1 (1991) 121
6. van Lier J.E. In: Kessel D. (Ed). Photodynamic Therapy of Neoplastic Diseases vol. 1 (1990), CRC Press, Boca Raton, FL
7. Bonnett R. Chemical Aspects of Photodynamic Therapy (2000), Gordon and Breach Science Publishers, Amsterdam
8. Pandey R.K. J. Porphyr. Phthalocyan. 4 (2000) 368
9. Rosenthal I. Photochem. Photobiol. 53 (1991) 859
10. Spikes J.D. J. Photochem. Photobiol. B: Biol. 6 (1990) 259
11. Tedesco A.C., Rotta J.C.G., and Lunardi C.N. Curr. Org. Chem. 7 (2003) 187
12. Eberhardt W., and Hanack M. Synthesis (1997) 95
13. Leznoff C.C., Marcuccio S.M., Greenberg S., Lever A.B.P., and Tomer K.B. Can. J. Chem. 63 (1985) 623
14. Nyokong T. Coord. Chem. Rev. 251 (2007) 1707
15. Yang Y.C., Ward J.R., and Seiders R.P. Inorg. Chem. 24 (1985) 1765
16. Liu W., Jensen T.J., Fronczek F.R., Hammer R.P., Smith K.M., and Vicente M.G.H. J. Med. Chem. 48 (2005) 1033
17. Sharman W.M., Kudrevich S.V., and van Lier J.E. Tetrahedron Lett. 37 (1996) 5831
18. de Filippis M.P., Dei D., Fantetti L., and Roncucci G. Tetrahedron Lett. 41 (2000) 9143
19. Zhang L., Huang J., Ren L., Bai M., Wu L., Zhai B., and Zhou X. Bioorg. Med. Chem. 16 (2008) 303
20. Durmus M., and Nyokong T. Inorg. Chem. Commun. 10 (2007) 332
21. Durmus M., and Nyokong T. Photochem. Photobiol. Sci. 6 (2007) 659
22. Bayir Z.A. Dyes Pig. 65 (2005) 235
23. Ball D.J., Mayhew S., Wood S.R., Griffiths J., Vernon D.I., and Brown S.B. Photochem. Photobiol. 69 (1999) 390-396
24. George R.D., Snow A.W., Shirk J.S., and Barger W.R. J. Porphyr. Phthalocyan. 2 (1998) 1
25. Jori G.J. Photochem. Photobiol. B: Biol. 36 (1996) 87
26. Jocham D. In: Moser J.G. (Ed). Photodynamic Tumor Therapy. 2° and 3° Generation Photosensitizers (1998), Harwood Academic Publisher
27. Ng A.C.H., Li X., and Ng D.K.P. Macromolecules 32 (1999) 5292
28. Kuznetsova N.A., Gretsova N.S., Derkacheva V.M., Kaliya O.L., and Lukyanets E.A. J. Porphyr. Phthalocyan. 7 (2003) 147
29. Ogunsipe A., and Nyokong T. J. Photochem. Photobiol. A: Chem. 173 (2005) 211
30. Idowu M., and Nyokong T. J. Photochem. Photobiol. A: Chem. 197 (2008) 273
31. Jori G. In: Henderson B.W., and Dougherty T.J. (Eds). Photodynamic Therapy Basic Principles and Clinical Applications (1992), Marcel Dekker, New York
32. Bhattacharya A.A., Curry S., and Franks N.P. J. Biol. Chem. 275 (2000) 38731
33. Perrin D.D., and Armarego W.L.F. Purification of Laboratory Chemicals. 2nd ed. (1989), Pergamon Press, Oxford
34. Weber J.H., and Busch D.H. Inorg. Chem. 4 (1965) 469
35. Tomoda H., Saito S., and Shiraishi S. Chem. Lett. 12 (1983) 313
36. George R.D., and Snow A.W. J. Heterocyclic Chem. 32 (1995) 495
37. Young J.G., and Onyebuagu W. J. Org. Chem. 55 (1990) 2155
38. Wöhrle D., Eskes M., Shigehara K., and Yamada A. Synthesis (1993) 194
39. Khene S., Ogunsipe A., Antunes E., and Nyokong T. J. Porphyr. Phthalocyan. 11 (2007) 109
40. Nunes S.M.T., Squilla F.S., and Tedesco A.C. Braz. J. Med. Biol. Res. 37 (2004) 273
41. Fery-Forgues S., and Lavabre D.J. Chem. Ed. 76 (1999) 1260
42. Ogunsipe A., Chen J.Y., and Nyokong T. New J. Chem. 7 (2004) 822
43. Harriman A., and Richoux M.C. J. Chem. Soc., Faraday Trans. 2 76 (1980) 1618
44. Tran-Thi T.H., Desforge C., and Thies C. J. Phys. Chem. 93 (1989) 1226
45. Seotsanyana-Mokhosi I., Kuznetsova N., and Nyokong T. J. Photochem. Photobiol. A: Chem. 140 (2001) 215
46. Kuznetsova N., Gretsova N., Kalmykova E., Makarova E., Dashkevich S., Negrimovskii V., Kaliya O., and Lukyanets E. Russ. J. Gen. Chem. 70 (2000) 133
47. Wilkinson F., Helman W.P., and Ross A.B. J. Phys. Chem. Ref. Data 22 (1993) 113
48. Chipman D.M., Grisaro V., and Sharon N. J. Biol. Chem. 242 (1967) 4388
49. Lehrer S., and Fashman G.D. Biochem. Biophys. Res. Commun. 23 (1966) 133
50. Rose J. Advanced Physico-chemical Experiments. 1st ed. (1964), Sir Isaac Pitman and Sons Ltd., London p. 257
51. Guo M., Zou J.W., Yi P.G., Shang Z.C., Hu G.X., and Yu Q.S. Anal. Sci. 20 (2004) 465
52. Jiang C.Q., Gao M.X., and He J.X. Anal. Chim. Acta 452 (2002) 185
53. Lakowicz J.R., and Weber G. Biochemistry 12 (1973) 4161
54. Leznoff C.C. In: Leznoff C.C., and Lever A.B.P. (Eds). Phthalocyanines, Properties and Applications vol. 1 (1989), VCH Publishers, New York (Chapter 1)
55. Gaspard S., and Maillard P. Tetrahedron 43 (1987) 1083
56. Stillman M.J., and Nyokong T. In: Leznoff C.C., and Lever A.B.P. (Eds). Phthalocyanines: Properties and Applications vol. 1 (1989), VCH Publishers, New York (Chapter 3)
57. Chen G., Peng X., Hao G., Kennedy V.O., Ivanov I.N., Knappenberger K., Hill J.J., Rodgers M.A.J., and Kenney M.E. J. Phys. Chem. A 107 (2003) 3503
58. Mark J., and Stillman M.J. J. Am. Chem. Soc. 116 (1994) 1292
59. Li H., Jensen T.J., Fronczek F.R., and Vicente M.G.H. J. Med. Chem. 51 (2008) 502
60. Petrasek Z., and Phillips D. Photochem. Photobiol. Sci. 2 (2003) 236
61. Debacker M.G., Deleplanque O., Van Vlierberge B., and Sauvage F.X. Laser Chem. 8 (1988) 1
62. Schnurpfeil G., Sobbi A.K., Spiller W., Kliesch H., and Worhle D. J. Porphyr. Phthalocyan. 1 (1997) 159
63. Murov S.L., Carmichael I., and Hug G.L. Handbook of Photochemistry. 2nd ed. (1993), Marcel Decker, New York p. 207