Comparison of photoinduced electron transfer reactions of C60 and aromatic carbonyl compounds

Research on Chemical Intermediates

Volumn 23, Issue 6, 1997, Pages 519-539

  Fukuzumi, S ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0007289008     PISSN: 09226168     EISSN: None     Source Type: Journal    
DOI: 10.1163/156856797X00213     Document Type: Review

References (52)

1. M.A. Fox and M. Chanon (Eds.), Photoinduced Electron Transfer, Elsevier, Amsterdam, 1988.
2. S. Fukuzumi. In: Advances in Electron Transfer Chemistry, P.S. Mariano (Ed.), JAI Press, Greenwich, CT, 1992, Vol. 2, p. 65.
3. J.W. Arbogast, C.S. Foote, and M. Kao, J. Am. Chem. Soc 114, 2277 (1992).
4. P.J. Krusic, E. Wasserman, B.A. Parkinson, B. Malone, E.R. Holler, Jr., P.N. Keizer, J.R. Morton, and K.F. Preston, J. Am. Chem. Soc. 113, 6274 (1991); R.M. Williams, J.W. Verhoeven, Chem. Phys. Lett. 194, 446 (1992); J. V. Caspar and Y. Wang, Chem. Phys. Lett. 218, 221 (1994).
5. P.J. Krusic, E. Wasserman, B.A. Parkinson, B. Malone, E.R. Holler, Jr., P.N. Keizer, J.R. Morton, and K.F. Preston, J. Am. Chem. Soc. 113, 6274 (1991); R.M. Williams, J.W. Verhoeven, Chem. Phys. Lett. 194, 446 (1992); J. V. Caspar and Y. Wang, Chem. Phys. Lett. 218, 221 (1994).
6. P.J. Krusic, E. Wasserman, B.A. Parkinson, B. Malone, E.R. Holler, Jr., P.N. Keizer, J.R. Morton, and K.F. Preston, J. Am. Chem. Soc. 113, 6274 (1991); R.M. Williams, J.W. Verhoeven, Chem. Phys. Lett. 194, 446 (1992); J. V. Caspar and Y. Wang, Chem. Phys. Lett. 218, 221 (1994).
7. R.M. Williams, J.M. Zwier, and J.W. Verhoeven, J. Am. Chem. Soc. 117, 4093 (1995).
8. S. Fukuzumi, M. Fujita, and J. Otera, J. Org. Chem. 58, 5405 (1993).
9. S. Fukuzumi, T. Okamoto, and J. Otera, J. Am Chem. Soc. 116, 5503 (1994).
10. P.S. Mariano. In: Photoinduced Electron Transfer, M.A. Fox and M. Chanon (Eds.), Elsevier, Amsterdam, 1988, Part C, p. 372; P.S. Mariano, Acc. Chem. Res. 16, 130 (1983); U.C. Yoon and P.S. Mariano, Acc Chem. Res. 25, 233 (1992).
11. P.S. Mariano. In: Photoinduced Electron Transfer, M.A. Fox and M. Chanon (Eds.), Elsevier, Amsterdam, 1988, Part C, p. 372; P.S. Mariano, Acc. Chem. Res. 16, 130 (1983); U.C. Yoon and P.S. Mariano, Acc Chem. Res. 25, 233 (1992).
12. P.S. Mariano. In: Photoinduced Electron Transfer, M.A. Fox and M. Chanon (Eds.), Elsevier, Amsterdam, 1988, Part C, p. 372; P.S. Mariano, Acc. Chem. Res. 16, 130 (1983); U.C. Yoon and P.S. Mariano, Acc Chem. Res. 25, 233 (1992).
13. T. Sato, Y. Wakahara, J. Otera, H. Nozaki, and S. Fukuzumi, J. Am. Chem. Soc. 113, 4028 (1991); J. Otera, Y. Fujita, N. Sakuta, M. Fujita, and S. Fukuzumi, J. Org. Chem. 61, 2951 (1996).
14. T. Sato, Y. Wakahara, J. Otera, H. Nozaki, and S. Fukuzumi, J. Am. Chem. Soc. 113, 4028 (1991); J. Otera, Y. Fujita, N. Sakuta, M. Fujita, and S. Fukuzumi, J. Org. Chem. 61, 2951 (1996).
15. P.G. Gassman and B.A. Hay, J. Am. Chem. Soc. 108, 4227 (1986); P.G. Gassman and K.J. Bottorff, J. Org. Chem. 53, 1097 (1988); J.P. Dinnocenzo, S. Farid, J.L. Goodman, I.R. Gould, W.P. Todd, and S.L. Mattes, J. Am. Chem. Soc. 111, 8973 (1989).
16. P.G. Gassman and B.A. Hay, J. Am. Chem. Soc. 108, 4227 (1986); P.G. Gassman and K.J. Bottorff, J. Org. Chem. 53, 1097 (1988); J.P. Dinnocenzo, S. Farid, J.L. Goodman, I.R. Gould, W.P. Todd, and S.L. Mattes, J. Am. Chem. Soc. 111, 8973 (1989).
17. P.G. Gassman and B.A. Hay, J. Am. Chem. Soc. 108, 4227 (1986); P.G. Gassman and K.J. Bottorff, J. Org. Chem. 53, 1097 (1988); J.P. Dinnocenzo, S. Farid, J.L. Goodman, I.R. Gould, W.P. Todd, and S.L. Mattes, J. Am. Chem. Soc. 111, 8973 (1989).
18. M. Fujita, S. Fukuzumi, G. Matsubayashi, and J. Otera, Bull. Chem. Soc. Jpn. 69, 1107 (1996).
19. S. Fukuzumi, S. Kuroda, and T. Tanaka, J. Chem. Soc., Chem. Commun. 1553 (1986).
20. A. Takuwa, H. Tagawa, H. Iwamoto, O. Soga, and K. Maruyama, Chem. Lett. 1091 (1987)
21. S. Fukuzumi, M. Fujita, and J. Otera, J. Chem. Soc., Chem. Commun 1536 (1993).
22. E.W. Colvin, Silicon in Organic Synthesis, Butterworths, London, 1981; T. Mukaiyama, Angew. Chem., Int. Ed. Engl. 16, 817 (1977); C. Gennari. In: Selectivities in Lewis Acid Promoted Reactions, D. Schinzer (Ed.), Kluwer Academic Publishers, Dordrecht, The Netherlands, 1989, Ch. 4, p. 53.
23. E.W. Colvin, Silicon in Organic Synthesis, Butterworths, London, 1981; T. Mukaiyama, Angew. Chem., Int. Ed. Engl. 16, 817 (1977); C. Gennari. In: Selectivities in Lewis Acid Promoted Reactions, D. Schinzer (Ed.), Kluwer Academic Publishers, Dordrecht, The Netherlands, 1989, Ch. 4, p. 53.
24. E.W. Colvin, Silicon in Organic Synthesis, Butterworths, London, 1981; T. Mukaiyama, Angew. Chem., Int. Ed. Engl. 16, 817 (1977); C. Gennari. In: Selectivities in Lewis Acid Promoted Reactions, D. Schinzer (Ed.), Kluwer Academic Publishers, Dordrecht, The Netherlands, 1989, Ch. 4, p. 53.
25. M. Pereyre, J.-P. Qunitard, and A. Rahm, Tin in Org. Synth, Butterworths, London, 1987; D.P. Curran, Synthesis 489 (1988).
26. M. Pereyre, J.-P. Qunitard, and A. Rahm, Tin in Org. Synth, Butterworths, London, 1987; D.P. Curran, Synthesis 489 (1988).
27. Y. Yamamoto and N. Asano, Chem. Rev. 93, 2207 (1993).
28. S. Fukuzumi, M. Fujita, J. Otera, and Y. Fujita, J. Am. Chem. Soc. 114, 10271 (1992).
29. S. Fukuzumi and M. Fujita, unpublished results.
30. A. Rehm and A. Weller, Ber. Bunsenges. Phys. Chem. 73, 834 (1969); A. Rehm and A. Weller, Isr. J. Chem. 8, 259 (1970).
31. A. Rehm and A. Weller, Ber. Bunsenges. Phys. Chem. 73, 834 (1969); A. Rehm and A. Weller, Isr. J. Chem. 8, 259 (1970).
32. J.J.P. Stewart, J. Comput. Chem. 10, 209, 221 (1989).
33. R.E. Babston, V. Lynch, and C.S. Wilcox, Tetrahedron Lett. 30, 447 (1989); F. Brisse, D. Thoraval, and T.H. Chan, Can J. Chem. 64, 739 (1986).
34. R.E. Babston, V. Lynch, and C.S. Wilcox, Tetrahedron Lett. 30, 447 (1989); F. Brisse, D. Thoraval, and T.H. Chan, Can J. Chem. 64, 739 (1986).
35. J. Bendig and M. Siegmund, J. Prakt. Chem. 321, 587 (1979).
36. M. Siegmund, J. Bendig, M. Von Loewis, and J. Wilda, Monatsch. Chem. 117, 1113 (1986).
37. K. Ohga and P.S. Mariano, J. Am. Chem. Soc. 104, 617 (1982); K. Ohga, U.C. Yoon, and P.S. Mariano, J. Org. Chem. 49, 213 (1984).
38. K. Ohga and P.S. Mariano, J. Am. Chem. Soc. 104, 617 (1982); K. Ohga, U.C. Yoon, and P.S. Mariano, J. Org. Chem. 49, 213 (1984).
39. H. Tokuyama, H. Isobe, and E. Nakamura, J Chem. Soc., Chem Commun. 2753 (1994).
40. K. Mikami and S. Matsumoto, Synlett 229 (1995).
41. K. Mikami, S. Matsumoto, A. Ishida, S. Takamuku, T. Suenobu, and S. Fukuzumi, J. Am. Chem. Soc. 117, 11134 (1995).
42. J.W. Arbogast, A.P. Darmanyan, C.S. Foote, Y. Robin, F.N. Diederich, M.M. Alvarez, S.J. Anz, and R.L. Whetten. J Phys. Chem 95, 11 (1991); J.W. Arbogast and C.S. Foote, J.Am. Chem Soc 113, 8886 (1991).
43. J.W. Arbogast, A.P. Darmanyan, C.S. Foote, Y. Robin, F.N. Diederich, M.M. Alvarez, S.J. Anz, and R.L. Whetten. J Phys. Chem 95, 11 (1991); J.W. Arbogast and C.S. Foote, J.Am. Chem Soc 113, 8886 (1991).
44. S. Fukuzumi, T. Suenobu, S. Kawamura, A. Ishida, S. Takamuku, S. Matsumoto, and K. Mikami. In: Recent Advances in the Chemistry and Physics of Fullerenes, R.S. Ruff and K.M. Kadish (Eds.), Pennington, NJ, 1996, in press.
45. G.J. Kavarnos and N.J. Turro, Chem. Rev. 86, 401 (1986).
46. R.A. Marcus, Annu. Rev. Phys. Chem. 15, 155 (1964); G.L. Closs and J.R. Miller, Science 240, 440 (1988).
47. R.A. Marcus, Annu. Rev. Phys. Chem. 15, 155 (1964); G.L. Closs and J.R. Miller, Science 240, 440 (1988).
48. W.P. Todd, J.P. Dinnocenzo, S. Farid, J.L. Goodman, and I.R. Gould, J. Am. Chem. Soc. 113, 3601 (1991).
49. S. Fukuzumi, S. Koumitsu, K. Hironaka, and T. Tanaka, J. Am. Chem. Soc. 109, 305 (1987); S. Fukuzumi and J.K. Kochi, Bull. Chem. Soc. Jpn. 56, 969 (1983).
50. S. Fukuzumi, S. Koumitsu, K. Hironaka, and T. Tanaka, J. Am. Chem. Soc. 109, 305 (1987); S. Fukuzumi and J.K. Kochi, Bull. Chem. Soc. Jpn. 56, 969 (1983).
51. S. Fukuzumi and J.K. Kochi, J. Phys. Chem. 84, 608, 2246 (1980).
52. I.A. Koppel and U.A. Palm. In: Advances in Linear Free Energy Relationships, N.B. Chapman and Y. Shorter (Eds.), Plenum Press, London, 1972, Ch. 5.