Light-harvesting and photoisomerization in benzophenone and norbornadiene-labeled poly(aryl ether) dendrimers via intramolecular triplet energy transfer

Journal of the American Chemical Society

Volumn 127, Issue 7, 2005, Pages 2165-2171

  Chen, Jinping ^a   Li, Shayu ^b   Zhang, Lu ^a   Liu, Baining ^a   Han, Yongbin ^a   Yang, Guoqiang ^b   Li, Yi ^a  

^a TECHNICAL INSTITUTE OF PHYSICS AND CHEMISTRY   (China)

^b INSTITUTE OF CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; CHROMOPHORES; DENDRIMERS; ENERGY TRANSFER; PHOSPHORESCENCE; PHOTOCHEMICAL REACTIONS; SYNTHESIS (CHEMICAL);

BENZOPHENONE (BP); LIGHT-HARVESTING; NORBORNADIENE (NBD); PHOTOISOMERIZATION;

ISOMERIZATION;

BENZOPHENONE; DENDRIMER; ETHER DERIVATIVE; NORBORNADIENE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; CONFORMATION; ENERGY TRANSFER; ISOMERIZATION; LIGHT; MEASUREMENT; PHOSPHORESCENCE; PHOTOCHEMISTRY; SPECTROSCOPY; SYNTHESIS;

EID: 13944284447     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja044800b     Document Type: Article

References (39)

1. McDermott. G.; Prince, S. M.; Freer, A. A.; Hawthornthwaite-Lawless, A. M.; Papiz, M. Z.; Cogdell, R. J.; Isaacc, N. W. Nature 1995, 374, 517.
2. Hu, X.; Damjanovic, A.; Ritz, T.; Schulten, K. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 5935.
3. (a) Tomalia, D. A.; Naylor, A.; Goddard, W. A. Angew. Chem., Int. Ed. 1990, 29, 138.
4. (b) Fréchet, J. M. J. Science 1994, 263, 1710.
5. (c) Newkome, G. R.; Moorefield, C. N.; Vögtle, F. Dendrimers and Dendrons: Concept. Synthesis. Application: VCH: Weinheim, Germany, 2001.
6. (a) Denti, G.; Campagna, S.; Serroni, S.; Ciano, M.; Balzani, V. J. Am. Chem. Soc. 1992, 114, 2944.
7. (b) Balzani, V.; Campagna, S.; Denti, G.; Juris, A.; Serroni, S.; Venturi, M. Acc. Chem. Res. 1998, 31, 26.
8. (a) Devadoss, C.; Bharrati, P.; Moore, J. S. J. Am. Chem. Soc. 1996, 118, 9635.
9. (b) Shortreed, M. R.; Swallen, S. F.; Shi, Z.-Y.; Tan, W.; Xu, Z.; Devadoss, C.; Moore, J. S.; Kopelman, R. J. Phys. Chem. B 1997, 101, 6318.
10. (a) Kawa, M.; Fréchet, J. M. J. Chem. Mater. 1998, 10, 286.
11. (b) Kawa, M.; Fréchet, J. M. J. Thin Solid Films 1998, 331, 259.
12. (a) Jiang, D.-L.; Aida, T. Nature 1997, 388, 454.
13. (b) Jiang, D.-L.; Aida, T.; Yashima, E.; Okamoto, Y. Thin Solid Films 1998, 331, 254.
14. (a) Adronov, A.; Gilat, S. L.; Fréchet, J. M. J.; Ohta, K.; Neuwahl, F. V. R.; Fleming. G. R. J. Am. Chem. Soc. 2000, 122, 1175.
15. (b) Adronov, A.; Fréchet, J. M. J. Chem. Commun. 2000, 1701.
16. (a) Gronheid, R.; Hofkens, J.; Köhn, F.; Weil, T.; Reuther, E.; Müllen, K.; De Schryver, F. C. J. Am. Chem. Soc. 2002, 124, 2418.
17. (b) Cotlet, M.; Gronheid, R.; Habuchi, S.; Stefan, A.; Barbafina, A.; Müllen, K.; Hofkens, J.; De Schryver, F. C. J. Am. Chem. Soc. 2003, 125, 13609.
18. (a) Stewart, G. M.; Fox. M. A. J. Am. Chem. Soc. 1996, 118, 4354.
19. (b) Aida, T.; Jiang, D.-L. J. Am. Chem. Soc. 1998, 120, 10895.
20. (c) Gilat, S. L.; Adronov, A.; Fréchet, J. M. J. Angew. Chem., Int. Ed. 1999, 38, 1422.
21. (d) Hahn, U.; Gorka, M.; Vogtle, F.; Vicinelli, V.; Ceroni, P.; Maestri, M.; Balazani, V. Angew. Chem., Int. Ed. 2002, 41, 3595.
22. Turro, N. J. Modern Molecular Photochemistry. Benjamin/Cumming: Menlo Park, CA, 1978: Chapter 9.
23. (a) Dexter, D. L. J. Chem. Phys. 1953, 21, 836.
24. (b) Katz, J. L.; Jortner, J.; Chol, S. I.; Rice, S. A. J. Chem. Phys. 1963, 39, 1897.
25. (a) Hawker, C. J.; Fréchet, J. M. J. J. Am. Chem. Soc. 1990, 112, 7638.
26. (b) Hawker, C. J.; Fréchet, J. M. J. J. Chem. Soc., Chem. Commun. 1990, 1010.
27. Rehm, D.; Weller, A. Isr. J. Chem. 1970, 8, 259.
28. The triplet energy of 4-substituted benzophenone was estimated from the 0-0 band of the phosphorescence spectrum of Gn-NBD in 2-methyltetrahydrofuran.
29. Wu, Q. H.; Zhang, B. W.; Ming, Y. F.; Cao, Y. J. Photochem. Photobiol., A: Chem. 1991, 61, 53.
30. Tung, C. H.; Zhang, L. P.; Li, Y. J. Phys. Chem. 1996, 100, 4480.
31. Saltliel, J.; Atwater, B. W. Advance in Photochemistry: Wiley-Interscience: New York. 1987: Vol. 14. p 1.
32. Kavarnos. G. J.; Turro, N. J. Chem. Rev. 1986, 86, 401.
33. (a) Yashida, Z. I. J. Photochem. 1985, 29, 27.
34. (b) Harel, Y.; Adamson, A. W.; Kutal, C.; Gotsch, P. A.; Yasufuku, K. J. Phys. Chem. 1987, 91, 901.
35. Basu, A.; Saple, A. R.; Sapre, N. Y. J. Chem. Soc., Dalton Trans. 1987, 1797.
36. (a) Schwarz, W.; Dangel, K. M.; Jones, G., II: Bargan, J. J. Am. Chem. Soc. 1982, 104, 5686.
37. (b) Arai, T.; Oguchi, T.; Wakabayashi, T.; Tsuchiya, M.; Nishimura, Y.; Oishi, S.; Sakuragi, H.; Tokumaree, K. Bull. Chem. Soc. Jpn. 1987, 60, 2937.
38. (a) Murov, S.; Hammond, G. S. J. Phys. Chem. 1968, 72, 3797.
39. (b) Hammond, G. S.; Wyatt, P.; Deboer, C. D.; Turro, N. J. J. Am. Chem. Soc. 1964, 86, 2532.