Energy-gap dependence of photoinduced charge separation and subsequent charge recombination in 1,4-phenylene-bridged zinc - Free-base hybrid porphyrins

Chemistry - A European Journal

Volumn 6, Issue 1, 2000, Pages 33-46

  Osuka, Atsuhiro ^a   Noya, Go ^a   Taniguchi, Seiji ^b   Okada, Tadashi ^b   Nishimura, Yoshinobu ^c   Yamazaki, Iwao ^c   Mataga, Noboru ^d  

^a KYOTO UNIVERSITY   (Japan)

^b OSAKA UNIVERSITY   (Japan)

^c HOKKAIDO UNIVERSITY   (Japan)

^d INSTITUTE FOR LASER TECHNOLOGY   (Japan)

Author keywords

Charge recombination; Charge separation; Kinetics; Porphyrinoids; Zinc

Indexed keywords

BENZENE; PORPHYRIN DERIVATIVE; SOLVENT; ZINC;

ABSORPTION; ARTICLE; ELECTRON TRANSPORT; ENERGY; FLUORESCENCE; KINETICS;

EID: 0033963344     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3765(20000103)6:1<33::AID-CHEM33>3.0.CO;2-7     Document Type: Article

References (84)

1. R. A. Marcus, J. Chem. Phys. 1956, 24, 966.
2. R. A. Marcus, N. Sutin, Biochim. Biophys. Acta 1985, 811, 265.
3. a) C. Kirmaier, D. Holten, Photosynth. Res. 1987, 13, 225;
4. b) N. W. Woodbury, J. P. Allen, in Anoxugenic Photosynthetic Bacteria (Eds.: R. E. Blankenship, M. T. Madigan, C. E. Bauer), Kluwer Academic, Dordecht, 1994, chapter 24, p. 527, and references cited therein.
5. a) M. R. Wasielewski, Chem. Rev. 1992, 92, 435;
6. b) G. L. Closs, J. R. Miller, Science 1988, 240, 440;
7. c) D. Gust, T. A. Moore, A. L. Moore, Ace. Chem. Res. 1993, 26, 198;
8. d) H. Kurreck, M. Huber, Angew. Chem. 1995, 107, 929; Angew. Chem. Int. Ed. Engl. 1995, 34, 849;
9. d) H. Kurreck, M. Huber, Angew. Chem. 1995, 107, 929; Angew. Chem. Int. Ed. Engl. 1995, 34, 849;
10. e) K. Maruyama, A. Osuka, N. Mataga, Pure Appl. Chem. 1994, 66, 867;
11. f) A. Osuka, N. Mataga, T. Okada, Pure Appl. Chem. 1997, 69, 797;
12. g) "Photoprocesses in Transition Metal Complexes, Biosystems and Other Molecules", J. W. Verhoeven, M. N. Paddon-Row, J. W. Warman, NATO ASI Ser. 1989, 376, 271.
13. a) M. R. Gunner, D. E. Robertson, P. L. Dutton, J. Phys. Chem. 1986, 90, 3783;
14. b) M. R. Gunner, P. L. Dutton, J. Am. Chem. Soc. 1989, 111, 3400;
15. c) M. Iwaki, S. Kumazaki, K. Yoshihara, T. Erabi, S. Ito, J. Phys. Chem. 1996, 700, 10802.
16. a) J. R. Miller, L. T. Calcaterra, G. L. Closs, J. Am. Chem. Soc. 1984, 106, 3047;
17. b) J. R. Miller, J. V. Beitz, R. K. Huddleston, J. Am. Chem. Soc. 1984, 106, 5057.
18. a) "Electron Transfer in Inorganic, Organic, and Biological Systems", N. Mataga, Adv. Chem. Ser. 1991, 228, 91;
19. b) "Electron Transfer in Inorganic, Organic, and Biological Systems", T. Kakitani, A. Yoshimori, N. Mataga, Adv. Chem. Ser. 1991, 228, 45;
20. c) N. Mataga, Pure Appl. Chem. 1993, 65, 1605;
21. d) N. Mataga, H. Miyasaka, Prog. React. Kinet. 1994, 19, 317;
22. e) T. Kakitani, N. Matsuda, A. Yoshimori, N. Mataga, Prog. React. Kinet. 1995, 20, 347;
23. f) N. Mataga, Pure Appl. Chem. 1997, 69, 729;
24. g) "Electron Transfer: From Isolated Molecules to Biomolecules", N. Mataga, H. Miyasaka, Adv. Chem. Phys. 1998, 107, 431.
25. a) M. R. Wasielewski, M. P. Niemczyk, W. A. Svec, E. B. Pewitt, J. Am. Chem. Soc. 1985, 107, 1080;
26. b) "Supramolecular Photochemistry", M. R. Wasielewski, D. G. Johnson, W. A. Svec, NATO ASI Ser. 1987, 214, 255;
27. c) G. L. Gaines III, M. P. O'Neil, W. A. Svec, M. P. Niemczyk, M. R. Wasielewski, J. Am. Chem. Soc. 1991, 113, 719;
28. d) R. J. Harrison, B. Pearce, G. S. Beddard, J. A. Cowan, J. K. M. Sanders, Chem. Phys. 1987, 116, 429;
29. e) N. Mataga, A. Karen, T. Okada, S. Nishitani, N. Kurata, Y. Sakata, S. Misumi, J. Phys. Chem. 1984, 88, 5138.
30. a) T. Asahi, M. Ohkohchi, R. Matsusaka, N. Mataga, R. P. Zhang, A. Osuka, K. Maruyama, J. Am. Chem. Soc. 1993, 115, 5665;
31. b) A. Osuka, R. P. Zhang, K. Maruyama, I. Yamazaki, Y. Nishimura, Bull. Chem. Soc. Jpn. 1992, 65, 2807.
32. a) H. Heitele, F. Pöllinger, T. Häberle, M. E. Michel-Beyerle, H. A. Staab, J. Phys. Chem. 1994, 98, 7402;
33. b) A. D. Joran, B. A. Leland, P. M. Felker, A. H. Zweil, J. J. Hopfield, P. B. Dervan, Nature 1987, 107, 1080.
34. a) D. Gust, T. A. Moore, A. L. Moore, L. Leggett, S. Lin, J. M. DeGraziano, R. M. Hermant, DF. Nicodem, P. Craig, G. R. Seely, R. Nieman, J. Phys. Chem. 1993, 97, 7926;
35. b) J. M. DeGraziano, P. A. Liddell, L. Leggett, A. L. Moore, T. A. Moore, D. Gust, J. Phys. Chem. 1994, 98, 1758.
36. c) J. M. DeGraziano, A. N. Macpherson, P. A. Liddell, L. Noss, J. P. Sumida, G. R. Seely, J. E. Lewis, A. L. Moore, T. A. Moore, D. Gust, New. J. Chem. 1996, 20, 839.
37. Observation of the moderately inverted region has been reported for the photoinduced CS of covalently linked porphyrin-quinones on the kinetic results obtained by the fluorescence upconversion method and sub-picosecond transient absorption methods. a) T. Häberle, J. Hirsch, F. Pöllinger, H. Heitele, M. E. Michel-Beyerle, C. Anders, A. Döhlling, C. Krieger, A. Rückemann, H. A. Staab, J. Phys. Chem. 1996, 100, 18269;
38. b) F. Pöllinger, C. Musewald, H. Heitele, M. E. Michel-Beyerle, C. Anders, M. Futscher, G. Voit, H. A. Staab, Ber. Bunsenges. Phys. Chem. 1996, 100, 207.
39. a) T. Ohno, A. Yoshimura, N. Mataga, J. Phys. Chem. 1986, 90, 3295;
40. b) N. Mataga, Y. Kanda, T. Okada, J. Phys. Chem. 1986, 90, 3880;
41. c) T. Ohno, A. Yoshimura, N. Mataga, S. Tazuke, Y. Kawanishi, J. Phys. Chem. 1989, 93, 3546;
42. N. Mataga, T. Asahi, Y. Kanda, T. Okada, T. Kakitani, Chem. Phys. 1988, 127, 249.
43. I. R. Gould, S. Farid, Acc. Chem. Res. 1996, 29, 522.
44. a) T. Asahi, N. Mataga, J. Phys. Chem. 1989, 93, 6575;
45. b) T. Asahi, N. Mataga, Y. Takahashi, T. Miyashi, Chem. Phys. Lett. 1990, 171, 309;
46. c) T. Asahi, N. Mataga, J. Phys. Chem. 1991, 95, 1956:
47. d) T. Asahi, M. Ohkohchi, M. Nataga, J. Phys. Chem. 1993, 97, 13 132;
48. e) H. Miyasaka, S. Kotani, A. Itaya, G. Schweitzer, F. C. DeSchryver, N. Mataga, J. Phys. Chem. 1997, 101, 7978.
49. a) D. Rehm, A. Weller, Isr. J. Chem. 1970, 7, 259;
50. b) N. Mataga, Y. Kanda, T. Asahi, H. Miyasaka, T. Okada, T. Kakitani, Chem. Phys. 1988, 127, 239;
51. c) A. Yoshimori, T. Kakitani, Y. Enomoto, N. Mataga, J. Phys. Chem. 1989, 93, 8316;
52. d) S. Nishikawa, T. Asahi, T. Okada, T. Mataga, T. Kakitani, Chem. Phys. Lett. 1991, 185, 237;
53. e) T. Kakitani, A. Yoshimori, N. Mataga, J. Phys. Chem. 1992, 96, 5385;
54. f) N. Matsuda, T. Kakitani, T. Denda, N. Mataga, Chem. Phys. 1995, 190, 83.
55. 11 cytochrome c couple was reported recently. C. Turró, J. M. Zaleski, Y. M. Karabatson, D. G. Nocera, J. Am. Chem. Soc. 1996, 118, 6060.
56. T. Nagata, Bull. Chem. Soc. Jpn. 1991, 64, 3005.
57. T. Nagata, A. Osuka, K. Maruyama, J. Am. Chem. Soc. 1990, 112, 3054.
58. a) J. S. Lindesy, I. C. Schreiman, H. C. Hsu, P. C. Kearney, A. M. Marguerettaz, J. Org. Chem. 1987, 52, 827;
59. b) J. L. Sessler, V. L. Capuano, Angew. Chem. 1990, 102, 1162; Angew. Chem. Int. Ed. Engl. 1990, 29, 1134.
60. b) J. L. Sessler, V. L. Capuano, Angew. Chem. 1990, 102, 1162; Angew. Chem. Int. Ed. Engl. 1990, 29, 1134.
61. S. G. DiMagno, V. S.-Y. Lin, M. J. Therien, J. Org. Chem. 1993, 58, 5983.
62. a) J. E. Baldwin, M. J. Crossley, J. DeBernardis, Tetrahedron 1982, 38, 685;
63. b) A. Osuka, H. Shimidzu, Angew. Chem. 1997, 109, 93; Angew. Chem. Int. Ed. Engl. 1997, 36, 135.
64. b) A. Osuka, H. Shimidzu, Angew. Chem. 1997, 109, 93; Angew. Chem. Int. Ed. Engl. 1997, 36, 135.
65. K. M. Smith, G. H. Barnett, B. Evans, Z. Martynenko, J. Am. Chem. Soc. 1979, 101, 5953.
66. C. H. Lee, J. S. Lindesy, Tetrahedron 1994, 50, 11 427.
67. a) J. A. Anton, P. A. Loach, Govindjee, Photochem. Photobiol. 1978, 28, 235;
68. b) R. L. Brookfield, H. Ellul, A. Harriman, G. Porter, J. Chem. Soc. Faraday Trans. 2 1986, 82, 219;
69. c) A. Osuka, K. Maruyama, I. Yamazaki, N. Tamai, Chem. Phys. Lett. 1990, 165, 392;
70. d) J.-P. Strachan, S. Gentemann, J. Seth, W. A. Kalsbeck, J. S. Lindsey, D. Holten, D. F. Bocian, J. Am. Chem. Soc 1997, 119, 11191.
71. a) A. Osuka, S. Marumo, K. Maruyama, N. Mataga, Y. Tanaka, S. Taniguchi, T. Okada, I. Yamazaki, Y. Nishimura, Bull. Chem. Soc. Jpn. 1995, 68, 262;
72. b) A. Osuka, S. Marumo, N. Mataga, S. Taniguchi, T. Okada, I. Yamazaki, Y. Nishimura, T. Ohno, K. Nozaki, J. Am. Chem. Soc. 1996, 118, 155;
73. c) S. Shinoda, H. Tsukube, Y. Nishimura, I. Yamazaki, A. Osuka, Tetrahedron 1997, 53, 13657.
74. B. C. Perung, M. D. Newton, F. O. Raineri, H. L. Friedman, J. Chem. Phys. 1996, 104, 7153; B. C. Perung, M. D. Newton, F. O. Raineri, H. L. Friedman, J. Chem. Phys. 1996, 104, 7177.
75. B. C. Perung, M. D. Newton, F. O. Raineri, H. L. Friedman, J. Chem. Phys. 1996, 104, 7153; B. C. Perung, M. D. Newton, F. O. Raineri, H. L. Friedman, J. Chem. Phys. 1996, 104, 7177.
76. See for example: "Eleclron Transfer in Inorganic, Organic and Biological Systems", J. R. Bolton, M. D. Archer, Adv. Chem. Ser. 1991, 228, 7.
77. a) R. Englman, J. Jortner, Mol. Phys. 1970, 18, 145;
78. b) K. F. Freed, J. Jortner, J. Chem. Phys. 1970, 52, 6272.
79. a) T. J. Meyer, Prog. Inorg. Chem. 1983, 30, 389;
80. b) P. Chen, R. Duesing, G. Tapolsky, T. J. Meyer, J. Am. Chem. Soc. 1989, 111, 8305;
81. c) P. Chen, R. Duesing, D. K. Graff, T. J. Meyer, J. Phys. Chem. 1991, 95, 5850.
82. I. Yamazaki, N. Tamai, H. Kume, T. Tsuchiya, K. Oba, Rev. Sci. Instrum. 1985, 56, 1187.
83. Y. Hirata, N. Mataga, J. Phys. Chem. 1991, 95, 1640.
84. K. Nishiyama, Y. Asano, H. Hashimoto, T. Okada, J. Mol. Liq. 1995, 65/66, 41.