Photoinduced Charge Separation and Stabilization in Clusters of a Fullerene-Aniline Dyad

Journal of Physical Chemistry B

Volumn 103, Issue 42, 1999, Pages 8864-8869

  Thomas, K George ^a,b   Biju, V ^a   Guldi, D M ^b   Kamat, Prashant V ^b   George, M V ^a,b,c  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

^b UNIVERSITY OF NOTRE DAME   (United States)

^c JAWAHARLAL NEHRU CENTRE FOR ADVANCED SCIENTIFIC RESEARCH   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000478807     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp9915679     Document Type: Article

References (49)

1. For a definition of dyad molecules, see: Balzani V.; Scandola F. In Supramolecular Photochemistry; Ellis Horwood: New York, 1991; Chapter 12.
2. For some recent reviews on fullerene-link-donor systems, see: (a) Sun, Y.-P. In Molecular and Supramolecular Photochemistry, Vol. 1, Organic Photochemistry; Ramamurthy, V., Schanze, K. S., Eds.; Marcel Dekker. New York, 1977; pp 325-390. (b) Foote, C. S. In Topics in Current Chemistry; Electron Transfer 1; Matty, J., Ed.; Springer-Verlag: Berlin, 1994; p 347. (c) Kamat, P. V.; Asmus, K.-D. Interface 1996, 5, 22. (d) Imahori, H.; Sakata, Y. Adv. Mater. 1997, 7, 537. (e) Prato, M.; Maggini, M. Acc. Chem. Res. 1998, 31, 519. (f) Martin, N.; Sanchez, L.; Illescas, B.; Perez, I. Chem. Rev. 1998, 98, 2527.
3. For some recent reviews on fullerene-link-donor systems, see: (a) Sun, Y.-P. In Molecular and Supramolecular Photochemistry, Vol. 1, Organic Photochemistry; Ramamurthy, V., Schanze, K. S., Eds.; Marcel Dekker. New York, 1977; pp 325-390. (b) Foote, C. S. In Topics in Current Chemistry; Electron Transfer 1; Matty, J., Ed.; Springer-Verlag: Berlin, 1994; p 347. (c) Kamat, P. V.; Asmus, K.-D. Interface 1996, 5, 22. (d) Imahori, H.; Sakata, Y. Adv. Mater. 1997, 7, 537. (e) Prato, M.; Maggini, M. Acc. Chem. Res. 1998, 31, 519. (f) Martin, N.; Sanchez, L.; Illescas, B.; Perez, I. Chem. Rev. 1998, 98, 2527.
4. For some recent reviews on fullerene-link-donor systems, see: (a) Sun, Y.-P. In Molecular and Supramolecular Photochemistry, Vol. 1, Organic Photochemistry; Ramamurthy, V., Schanze, K. S., Eds.; Marcel Dekker. New York, 1977; pp 325-390. (b) Foote, C. S. In Topics in Current Chemistry; Electron Transfer 1; Matty, J., Ed.; Springer-Verlag: Berlin, 1994; p 347. (c) Kamat, P. V.; Asmus, K.-D. Interface 1996, 5, 22. (d) Imahori, H.; Sakata, Y. Adv. Mater. 1997, 7, 537. (e) Prato, M.; Maggini, M. Acc. Chem. Res. 1998, 31, 519. (f) Martin, N.; Sanchez, L.; Illescas, B.; Perez, I. Chem. Rev. 1998, 98, 2527.
5. For some recent reviews on fullerene-link-donor systems, see: (a) Sun, Y.-P. In Molecular and Supramolecular Photochemistry, Vol. 1, Organic Photochemistry; Ramamurthy, V., Schanze, K. S., Eds.; Marcel Dekker. New York, 1977; pp 325-390. (b) Foote, C. S. In Topics in Current Chemistry; Electron Transfer 1; Matty, J., Ed.; Springer-Verlag: Berlin, 1994; p 347. (c) Kamat, P. V.; Asmus, K.-D. Interface 1996, 5, 22. (d) Imahori, H.; Sakata, Y. Adv. Mater. 1997, 7, 537. (e) Prato, M.; Maggini, M. Acc. Chem. Res. 1998, 31, 519. (f) Martin, N.; Sanchez, L.; Illescas, B.; Perez, I. Chem. Rev. 1998, 98, 2527.
6. For some recent reviews on fullerene-link-donor systems, see: (a) Sun, Y.-P. In Molecular and Supramolecular Photochemistry, Vol. 1, Organic Photochemistry; Ramamurthy, V., Schanze, K. S., Eds.; Marcel Dekker. New York, 1977; pp 325-390. (b) Foote, C. S. In Topics in Current Chemistry; Electron Transfer 1; Matty, J., Ed.; Springer-Verlag: Berlin, 1994; p 347. (c) Kamat, P. V.; Asmus, K.-D. Interface 1996, 5, 22. (d) Imahori, H.; Sakata, Y. Adv. Mater. 1997, 7, 537. (e) Prato, M.; Maggini, M. Acc. Chem. Res. 1998, 31, 519. (f) Martin, N.; Sanchez, L.; Illescas, B.; Perez, I. Chem. Rev. 1998, 98, 2527.
7. For some recent reviews on fullerene-link-donor systems, see: (a) Sun, Y.-P. In Molecular and Supramolecular Photochemistry, Vol. 1, Organic Photochemistry; Ramamurthy, V., Schanze, K. S., Eds.; Marcel Dekker. New York, 1977; pp 325-390. (b) Foote, C. S. In Topics in Current Chemistry; Electron Transfer 1; Matty, J., Ed.; Springer-Verlag: Berlin, 1994; p 347. (c) Kamat, P. V.; Asmus, K.-D. Interface 1996, 5, 22. (d) Imahori, H.; Sakata, Y. Adv. Mater. 1997, 7, 537. (e) Prato, M.; Maggini, M. Acc. Chem. Res. 1998, 31, 519. (f) Martin, N.; Sanchez, L.; Illescas, B.; Perez, I. Chem. Rev. 1998, 98, 2527.
8. (a) Wang, Y.; West, R.; Yuan, C.-H. J. Am. Chem. Soc. 1993, 115, 3844.
9. (b) Wang, Y. Nature (London) 1992, 356, 585.
10. (c) Sariciftci, N. S.; Smilowitz, L.; Heeger, A. J.; Wudl, F. Science 1992, 258, 1474.
11. (a) Yu, G.; Gao, J.; Hummelen, J. C.; Heeger, A. J. Science 1995, 270, 1789.
12. (b) Nierengarten, J.-F.; Eckert, J.-F.; Nicoud, J.-F.; Ouali, L.; Krasnikov, V.; Hadziioannou, G. Chem. Commun. 1999, 617.
13. (a) Tutt, L. W.; Kost, A. Nature (London) 1992, 356, 225.
14. (b) Maggini, M.; Scorrano, G.; Prato, M.; Brusatin, G.; Innocenzi, P.; Guglielmi, M.; Renier, A.; Signorini, R.; Meneghetti, M.; Bozio, R. Adv. Mater. 1995, 4, 404.
15. (c) Signorini, R.; Zerbetto, M.; Bozio, R.; Maggini, M.; Faveri, C. D.; Prato, M.; Scorrano, G. Chem. Commun. 1996, 1891.
16. (a) Sauve, G.; Dimitrijevic, N. M.; Kamat, P. V. J. Phys. Chem. 1995, 99, 1199.
17. (b) Watanabe, A.; Ito, O. J. Chem. Soc., Chem. Commun. 1994, 1285.
18. (c) Kraabel, B.; Lee, C. H.; McBranch, L. D.; Moses, D.; Sariciftci, N. S.; Heeger, A. J. Chem. Phys. Lett. 1993, 213, 389.
19. (a) Kuciauskas, D.; Liddell, P. A.; Moore, A. L.; Moore, T. A.; Gust, D. J. Am. Chem. Soc. 1998, 120, 10880.
20. (b) Liddell, P. A.; Kuciauskas, D.; Sumida, J. P.; Nash, B.; Nguyen, D.; Moore, A. L.; Moore, T. A.; Gust, D. J. Am. Chem. Soc. 1997, 119, 1400.
21. (c) Kuciauskas, D.; Lin, S.; Seely, G. R.; Moore, A. L.; Moore, T. A.; Gust, D.; Drovetskaya, T.; Reed, C. A.; Boyd, P. D. W. J. Phys. Chem. 1996, 100, 15926.
22. (d) Liddell, P. A.; Sumida, J. P.; Macpherson, A. N.; Noss, L.; Seely, G. R.; Clark, K. N.; Moore, A. L.; Moore, T. A.; Gust, D. Photochem. Photobiol. 1994, 60, 537.
23. (a) Baran, P. S.; Monaco, R. R.; Khan, A. U.; Schuster, D. I.; Wilson, S. R. J. Am. Chem Soc. 1997, 119, 8363.
24. (b) Safaonov, I. G.; Baran, P. S.; Schuster, D. I. Tetrahedron. Lett. 1997, 38, 8133.
25. Imahori, H.; Hagiwara, K.; Asoki, M.; Akiyama, T.; Taniguchi, S.; Okada, T.; Shirakawa, M.; Sakata, Y. J. Am. Chem. Soc. 1996, 118, 11771.
26. (b) Imahori, H.; Yamada, K.; Hasegawa, M.; Taniguchi, S. Okada, T.; Sakata, Y. Angew. Chem., Int. Ed. Engl. 1997, 36, 2626.
27. Linssen, T. G.; Durr, K.; Hanack, M.; Hirsch, A. J. Chem. Soc., Chem. Commun. 1995, 103.
28. (a) Sariciftci, N. S.; Wudl, F.; Heeger, A. J.; Maggini, M.; Scorrano, G.; Prato, M.; Bourassa, J.; Ford, F. C. Chem. Phys. Lett. 1995, 247, 510.
29. (b) Maggini, M.; Guldi, D. M.; Mondini, S.; Scorrano, G.; Paolucci, F.; Ceroni, P.; Roffia, S. Chem. Eur. J. 1998, 4, 1992.
30. Guldi, D. M.; Maggini, M.; Scorrano, G.; Prato, M. J. Am. Chem. Soc. 1997, 119, 974.
31. (a) Williams, R. M.; Koeberg, M.; Lawson, J. M.; An, Y.-Z.; Rubin, Y.; Paddon-Row, M. N.; Verhoeven, J. W. J. Org. Chem. 1996, 61, 5055.
32. (b) Williams, R. M.; Zwier, J. M.; Verhoeven, J. W. J. Am. Chem. Soc. 1995, 117, 4093.
33. (a) Thomas, K. G.; Biju, V. George, M. V.; Guldi, D. M.; Kamat, P. V. J. Phys. Chem. A 1998, 102, 5341.
34. (b) Luo, C.; Fujitsuka, M.; Watanabe, A.; Ito, O.; Gan, L.; Huang. Y.; Huang. C.-H. J. Chem. Soc., Faraday Trans. 1998, 94, 527.
35. (a) Sun, Y.-P.; Bunker, C. E. Nature (London) 1993, 365, 398.
36. (b) Sun, Y.-P.; Bunker, C. E. Chem. Mater. 1994, 6, 578.
37. (c) Sun, Y.-P.; Ma, B.; Bunker, C. E.; Liu, B. J. Am. Chem. Soc. 1995, 117, 12705.
38. (d) Beck, M. T. Pure Appl. Chem. 1998, 70, 1881.
39. (a) Guldi, D. M.; Hungerbuhler, H.; Asmus, K.-D. J. Phys. Chem. 1995, 99, 13487.
40. Nath, S.; Pal, H.; Palit, D. K.; Sapre, A. V.; Mittal, J. P. J. Phys. Chem. 1998, 102, 10158.
41. Beeby, A.; Eastoe, J.; Heenan, R. K. J. Chem. Soc., Chem. Commun. 1994, 173.
42. Wang, Y. M.; Kamat, P. V.; Patterson, L. K. J. Phys. Chem. 1993, 97, 8793
43. Bensasson, R. V.; Bienvenue, E.; Fabre, C.; Janot, J.-M.; Land, E. J.; Leach, S.; Leboulaire, V.; Rassat, A.; Roux, S.; Sata, P. Chem. Eur. J. 1998, 4, 270.
44. Crooks, E. R.; Eastoe, J.; Beeby, A. J. Chem. Soc., Faraday Trans. 1997, 93, 4131.
45. Arbogast, J. W.; Foote C. S.; Kao, M. J. Am. Chem. Soc. 1992, 114, 2277.
46. Maggini, M.; Scorrano, G.; Prato, M. J. Am. Chem. Soc. 1993, 115, 9798.
47. (a) Ebbesen, T. W. Rev. Sci. Instrum. 1988, 59, 1307.
48. (b) Kamat, P. V.; Ebbesen, T. W.; Dimitrijevic, N. M.; Nozik, A. J. Chem. Phys. Lett. 1989, 157, 384.
49. (c) Nagarajan, V.; Fessenden, R. W. J. Phys. Chem. 1985, 89, 2330.