Metal ion-coupled and decoupled electron transfer

Coordination Chemistry Reviews

Volumn 254, Issue 3-4, 2010, Pages 372-385

  Fukuzumi, Shunichi ^a,b   Ohkubo, Kei ^a  

^a OSAKA UNIVERSITY   (Japan)

^b Ewha Womans University   (South Korea)

Author keywords

Benzoquinone; Electron transfer; Flavin; Fullerene; Perylenebisimide; Phthalocyanine

Indexed keywords

EID: 71949117508     PISSN: 00108545     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ccr.2009.10.020     Document Type: Review

References (149)

1. Kaim W., and Schwederski B. Bioinorganic Chemistry: Inorganic Elements in the Chemistry of Life (1994), John Wiley & Son, Chichester
2. Hoff A.J., and Deisenhofer J. Phys. Rep. 287 (1997) 2
3. In: Deisenhofer J., and Norris J.R. (Eds). The Photosynthetic Reaction Center (1993), Academic Press, San Diego
4. Ferguson-Miller S., and Babcock G.T. Chem. Rev. 96 (1996) 2889
5. Yocum C.F. Coord. Chem. Rev. 252 (2008) 296
6. Fukuzumi S. In: Balzani V. (Ed). Electron Transfer in Chemistry vol. 4 (2001), Wiley-VCH, Weinheim 3
7. Fukuzumi S. Bull. Chem. Soc. Jpn. 70 (1997) 1
8. Fukuzumi S., and Itoh S. In: Neckers D.C., Volman D.H., and von Bünau G. (Eds). Advances in Photochemistry vol. 25 (1998), Wiley, New York 107
9. Fukuzumi S., and Itoh S. Antioxid. Redox Signal. 3 (2001) 807
10. Fukuzumi S. Org. Biomol. Chem. 1 (2003) 609
11. Fukuzumi S. Bull. Chem. Soc. Jpn. 79 (2006) 177
12. Fukuzumi S. Prog. Inorg. Chem. 56 (2009) 49
13. Marcus R.A., and Eyring H. Annu. Rev. Phys. Chem. 15 (1964) 155
14. Cukier R.I., and Nocera D.G. Annu. Rev. Phys. Chem. 49 (1998) 337
15. Chang C.J., Chang M.C.Y., Damrauer N.H., and Nocera D.G. Biochim. Biophys. Acta 1655 (2004) 13
16. Mayer J.M., and Rhile I.J. Biochim. Biophys. Acta 1655 (2004) 51
17. Huynh M.H.V., and Meyer T.J. Chem. Rev. 107 (2007) 5004
18. Fukuzumi S., Kuroda S., and Tanaka T. Chem. Lett. (1984) 417
19. Fukuzumi S., Kuroda S., and Tanaka T. J. Am. Chem. Soc. 107 (1985) 3020
20. Walsh C.T. Acc. Chem. Res. 13 (1980) 148
21. Walsh C.T. Acc. Chem. Res. 19 (1986) 216
22. Bruice T.C. Acc. Chem. Res. 13 (1980) 256
23. Heelis P.F., Hartman R.F., and Rose S.D. Chem. Soc. Rev. (1995) 289
24. Fukuzumi S., and Tanaka T. In: Fox M.A., and Chanon M. (Eds). Photoinduced Electron Transfer, Part C (1988), Elsevier, Amsterdam 636
25. Tollin G. In: Balzani V. (Ed). Electron Transfer in Chemistry vol. 4 (2001), Wiley-VCH, Weinheim 202
26. Lauterwein J., Hemmerich P., and Lhoste J.-M. Inorg. Chem. 14 (1975) 2152
27. Clarke M.J. Comments Inorg. Chem. 3 (1984) 133
28. Clarke M.J. Rev. Inorg. Chem. 2 (1980) 27
29. Kaim W., Schwederski B., Heilmann O., and Hornung F.M. Coord. Chem. Rev. 182 (1999) 323
30. Fukuzumi S., and Kojima T. J. Biol. Inorg. Chem. 13 (2008) 321
31. Ohshiro H., Mitsui K., Ando N., Ohsawa Y., Koinuma W., Takahashi H., Kondo S., Nabeshima T., and Yano Y. J. Am. Chem. Soc. 123 (2001) 2478
32. Yano Y., Mitsui K., Ohsawa Y., Kobayashi T., and Nabeshima T. J. Chem. Soc. Chem. Commun. (1993) 1719
33. Ando N., Ohsawa Y., Nabeshima T., and Yano Y. Chem. Lett. (1996) 381
34. Shinoya M., Kimura E., and Shiro M. J. Am. Chem. Soc. 115 (1993) 6730
35. König B., Pelka M., Reichenbach-Klinke R., Schelter J., and Daub J. Eur. J. Org. Chem. (2001) 2297
36. Reichenbach-Klinke R., Kruppa M., and König B. J. Am. Chem. Soc. 124 (2002) 12999
37. Fukuzumi S., and Tanaka T. Chem. Lett. (1982) 1513
38. Fukuzumi S., Hironaka K., and Tanaka T. Chem. Lett. (1982) 1583
39. Fukuzumi S., Hironaka K., and Tanaka T. J. Am. Chem. Soc. 105 (1983) 4722
40. Fukuzumi S., Nishizawa N., and Tanaka T. J. Org. Chem. 49 (1984) 3571
41. Fukuzumi S., Kondo Y., and Tanaka T. Chem. Lett. (1983) 751
42. Fukuzumi S., Kondo Y., and Tanaka T. J. Chem. Soc. Perkin Trans. 2 (1984) 673
43. Fukuzumi S., Koumitsu S., Hironaka K., and Tanaka T. J. Am. Chem. Soc. 109 (1987) 305
44. Van Eikeren P., Kenney P., and Tokmakian R. J. Am. Chem. Soc. 101 (1979) 7402
45. Fukuzumi S., Ohkubo K., Tokuda Y., and Suenobu T. J. Am. Chem. Soc. 122 (2000) 4286
46. Anne A., Moiroux J., and Saveant J.M. J. Am. Chem. Soc. 115 (1993) 10224
47. Zhu X.Q., Yang Y., Zhang M., and Cheng J.P. J. Am. Chem. Soc. 125 (2003) 15298
48. Gase R.A., and Pandit U.K. J. Am. Chem. Soc. 101 (1979) 7059
49. Fukuzumi S., Fujii Y., and Suenobu T. J. Am. Chem. Soc. 123 (2001) 10191
50. Fukuzumi S., Yuasa J., and Suenobu T. J. Am. Chem. Soc. 124 (2002) 12566
51. Yuasa J., Yamada S., and Fukuzumi S. J. Am. Chem. Soc. 128 (2006) 14938
52. Fukuzumi S., Kotani H., Lee Y.M., and Nam W. J. Am. Chem. Soc. 130 (2008) 15134
53. Fukuzumi S., and Ohkubo K. Chem. Eur. J. 6 (2000) 4532
54. Ohkubo K., Suenobu T., Imahori H., Orita A., Otera J., and Fukuzumi S. Chem. Lett. (2001) 978
55. Fukuzumi S., and Ohkubo K. J. Am. Chem. Soc. 124 (2002) 10270
56. Ohkubo K., Menon S.C., Orita A., Otera J., and Fukuzumi S. J. Org. Chem. 68 (2003) 4720
57. Fukuzumi S., Yasui K., Suenobu T., Ohkubo K., Fujitsuka M., and Ito O. J. Phys. Chem. A 105 (2001) 10501
58. Fukuzumi S., Satoh N., Okamoto T., Yasui K., Suenobu T., Seko Y., Fujitsuka M., and Ito O. J. Am. Chem. Soc. 123 (2001) 7756
59. Hornung F.M., Heilmann O., Kaim W., Zalis S., and Fiedler J. Inorg. Chem. 39 (2000) 4052
60. Clarke M.J., Dowling M.G., Garafalo A.R., and Brennan T.F. J. Biol. Chem. 255 (1980) 3472
61. Clarke M.J., Dowling M.G., Garafalo A.R., and Brennan T.F. J. Am. Chem. Soc. 255 (1983) 223
62. Miyazaki S., Kojima T., Ohkubo K., and Fukuzumi S. Angew. Chem. Int. Ed. 46 (2007) 905
63. Morrison M.M., and Sawyer D.T. J. Am. Chem. Soc. 100 (1978) 211
64. Blankenship R.E. Molecular Mechanism of Photosynthesis (2001), Blackwell Science, Cambridge, MA
65. In: Trumpower B.L. (Ed). Function of Quinones in Energy-Conserving Systems (1986), Academic Press, New York
66. Fukuzumi S., Nishizawa N., and Tanaka T. J. Chem. Soc. Perkin Trans. 2 (1985) 371
67. Fukuzumi S., and Okamoto T. J. Am. Chem. Soc. 115 (1993) 11600
68. Fukuzumi S., Ohkubo K., and Okamoto T. J. Am. Chem. Soc. 124 (2002) 14147
69. Fukuzumi S., Mochizuki S., and Tanaka T. Inorg. Chem. 28 (1989) 2459
70. Fukuzumi S., and Yorisue T. Bull. Chem. Soc. Jpn. 65 (1992) 715
71. Patz M., Kuwahara Y., Suenobu T., and Fukuzumi S. Chem. Lett. (1997) 567
72. Fukuzumi S., Suenobu T., Patz M., Hirasaka T., Itoh S., Fujitsuka M., and Ito O. J. Am. Chem. Soc. 120 (1998) 8060
73. Yuasa J., Suenobu T., and Fukuzumi S. J. Am. Chem. Soc. 125 (2003) 12090
74. Yuasa J., and Fukuzumi S. Org. Biomol. Chem. 2 (2004) 642
75. Fukuzumi S., Satoh N., Yuasa J., and Ohkubo K. J. Am. Chem. Soc. 126 (2004) 7585
76. Yuasa J., Suenobu T., and Fukuzumi S. ChemPhysChem 7 (2006) 942
77. Yuasa J., Suenobu T., and Fukuzumi S. J. Phys. Chem. A 109 (2005) 9356
78. Fukuzumi S., Mori H., Imahori H., Suenobu T., Araki Y., Ito O., and Kadish K.M. J. Am. Chem. Soc. 123 (2001) 12458
79. Xie Q., Arias F., and Echegoyen L. J. Am. Chem. Soc. 115 (1993) 9818
80. Reed C.A., and Bolskar R.D. Chem. Rev. 100 (2000) 1075
81. Reed C.A., Kim K.C., Bolskar R.D., and Mueller L.J. Science 289 (2000) 101
82. Fukuzumi S., Ohkubo K., Imahori H., and Guldi D.M. Chem. Eur. J. 9 (2003) 1585
83. Tsuda A., and Osuka A. Science 293 (2001) 79
84. Kamo M., Tsuda A., Nakamura Y., Aratani N., Furukawa K., Kato T., and Osuka A. Org. Lett. 5 (2003) 2079
85. Tsuda A., Nakamura Y., and Osuka A. Chem. Commun. (2003) 1096
86. Ikeue T., Aratani N., and Osuka A. Isr. J. Chem. 45 (2005) 293
87. Hiroto S., and Osuka A. J. Org. Chem. 70 (2005) 4054
88. Davis N.K.S., Pawlicki M., and Anderson H.L. Org. Lett. 10 (2008) 3945
89. Li Y., and Wang Z. Org. Lett. 11 (2009) 1385
90. Lü J.M., Rosokha S.V., Neretin I.S., and Kochi J.K. J. Am. Chem. Soc. 128 (2006) 16708
91. Chen K.S., and Hirota N. J. Phys. Chem. 82 (1978) 1133
92. Kabaya S., Luz Z., and Goldfarb D. J. Am. Chem. Soc. 116 (1994) 5805
93. Yuasa J., and Fukuzumi S. J. Am. Chem. Soc. 129 (2007) 12912
94. Rosokha S.V., Lu J., Rosokha T.Y., and Kochi J.K. Phys. Chem. Chem. Phys. 11 (2009) 324
95. Lu J.-M., Rosokha S.V., and Kochi J.K. J. Am. Chem. Soc. 125 (2003) 12161
96. Lu J.-M., Rosokha S.V., Neretin I.S., and Kochi J.K. J. Am. Chem. Soc. 128 (2006) 16708
97. Lu J.-M., Rosokha S.V., Lindeman S.V., Neretin I.M., and Kochi J.K. J. Am. Chem. Soc. 127 (2005) 1797
98. Wasielewski M.R. Chem. Rev. 92 (1992) 435
99. Jordan K.D., and Paddon-Row M.N. Chem. Rev. 92 (1992) 395
100. Verhoeven J.W. Adv. Chem. Phys. 106 (1999) 603
101. Gust D., Moore T.A., and Moore A.L. In: Balzani V. (Ed). Electron Transfer in Chemistry vol. 3 (2001), Wiley-VCH, Weinheim 272
102. Gust D., Moore T.A., and Moore A.L. Acc. Chem. Res. 34 (2001) 40
103. Fukuzumi S., and Guldi D.M. In: Balzani V. (Ed). Electron Transfer in Chemistry vol. 2 (2001), Wiley-VCH, Weinheim 270
104. Guldi D.M. Chem. Commun. (2000) 321
105. Guldi D.M., and Prato M. Acc. Chem. Res. 33 (2000) 695
106. Guldi D.M. Chem. Soc. Rev. 31 (2002) 22
107. Fukuzumi S. Phys. Chem. Chem. Phys. 10 (2008) 2283
108. Fukuzumi S., and Kojima T. J. Mater. Chem. 18 (2008) 1427
109. Fukuzumi S., Okamoto K., and Imahori H. Angew. Chem. Int. Ed. 41 (2002) 620
110. Okamoto K., Imahori H., and Fukuzumi S. J. Am. Chem. Soc. 125 (2003) 7014
111. Fukuzumi S., Yoshida Y., Okamoto K., Imahori H., Araki Y., and Ito O. J. Am. Chem. Soc. 124 (2002) 6794
112. Fukuzumi S., Okamoto K., Yoshida Y., Imahori H., Araki Y., and Ito O. J. Am. Chem. Soc. 125 (2003) 1007
113. Winkler J.D., Bowen C.M., and Michelet V.J. J. Am. Chem. Soc. 120 (1998) 3237
114. Wang G., Bohaty A.K., Zharov I., and White H.S. J. Am. Chem. Soc. 128 (2006) 13553
115. Wen G.Y., Yan J., Zhou Y.C., Zhang D.Q., Mao L.Q., and Zhu D.B. Chem. Commun. (2006) 3016
116. Wu H., Zhang D., Su L., Ohkubo K., Zhang C., Yin S., Mao L., Shuai Z., Fukuzumi S., and Zhu D. J. Am. Chem. Soc. 129 (2007) 6839
117. Wu H., Zhang D., and Zhu D. Tetrahedron Lett. 48 (2007) 8951
118. Wu H., Zhang D., Zhang G., and Zhu D. J. Org. Chem. 73 (2008) 4271
119. Zeng Y., Zhang G., Zhang D., and Zhu D. J. Org. Chem. 74 (2009) 4375
120. Okamoto K., Mori Y., Yamada H., Imahori H., and Fukuzumi S. Chem. Eur. J. 10 (2004) 474
121. Imahori H., Tamaki K., Guldi D.M., Luo C., Fujitsuka M., Ito O., Sakata Y., and Fukuzumi S. J. Am. Chem. Soc. 123 (2001) 2607
122. Imahori H., Guldi D.M., Tamaki K., Yoshida Y., Luo C., Sakata Y., and Fukuzumi S. J. Am. Chem. Soc. 123 (2001) 6617
123. Imahori H., Sekiguchi Y., Kashiwagi Y., Sato T., Araki Y., Ito O., Yamada H., and Fukuzumi S. Chem. Eur. J. 10 (2004) 3184
124. Guldi D.M., Imahori H., Tamaki K., Kashiwagi Y., Yamada H., Sakata Y., and Fukuzumi S. J. Phys. Chem. A 108 (2004) 541
125. Fukuzumi S., Ohkubo K., Imahori H., Shao J., Ou Z., Zheng G., Chen Y., Pandey R.K., Fujitsuka M., Ito O., and Kadish K.M. J. Am. Chem. Soc. 123 (2001) 10676
126. Ohkubo K., Kotani H., Shao J., Ou Z., Kadish K.M., Chen Y., Zheng G., Pandey R.K., Fujitsuka M., Ito O., Imahori H., and Fukuzumi S. Angew. Chem. Int. Ed. 43 (2004) 853
127. Ohkubo K., Imahori H., Shao J., Ou Z., Kadish K.M., Chen Y., Pandey R.K., Fujitsuka M., Ito O., and Fukuzumi S. J. Phys. Chem. A 106 (2002) 10991
128. Fukuzumi S., Kotani H., Ohkubo K., Ogo S., Tkachenko N.V., and Lemmetyinen H. J. Am. Chem. Soc. 126 (2004) 1600
129. Kotani H., Ohkubo K., and Fukuzumi S. J. Am. Chem. Soc. 126 (2004) 15999
130. Ohkubo K., Kotani H., and Fukuzumi S. Chem. Commun. (2005) 4520
131. Fukuzumi S., Kotani H., and Ohkubo K. Phys. Chem. Chem. Phys. 10 (2008) 5159
132. Ohkubo K., and Fukuzumi S. Bull. Chem. Soc. Jpn. 82 (2009) 303
133. Ohkubo K., and Fukuzumi S. J. Porphyrins Phthalocyanines 12 (2008) 993
134. Okamoto K., Araki Y., Ito O., and Fukuzumi S. J. Am. Chem. Soc. 126 (2004) 56
135. Ohkubo K., Garcia R., Sintic P.J., Khoury T., Crossley M.J., Kadish K.M., and Fukuzumi S. Chem. Eur. J. 15 (2009) 10493
136. D'Souza F., Chitta R., Ohkubo K., Taisor M., Subbaiyan N.K., Zandler M.E., Rogacki M.K., Gryko D.T., and Fukuzumi S. J. Am. Chem. Soc. 130 (2008) 14263
137. Fukuzumi S., Ohkubo K., Ortiz J., Gutiérrez A.M., Fernández-Lázaro F., and Sastre-Santos A. Chem. Commun. (2005) 3814
138. Fukuzumi S., Ohkubo K., Ortiz J., Gutiérrez A.M., Fernández-Lázaro F., and Sastre-Santos A. J. Phys. Chem. A 112 (2008) 10744
139. Céspedes-Guirao F.J., Ohkubo K., Fukuzumi S., Sastre-Santos A., and Fernández-Lázaro F. J. Org. Chem. (2009) 5871
140. Würthner F. Chem. Commun. (2004) 1564
141. Wasielewski M.R. J. Org. Chem. 71 (2006) 5051
142. In: Leznoff C.C., and Lever A.B.P. (Eds). Phthalocyanines: Properties and Applications vol. 1-4 (1989, 1993, 1996), VCH, Weinheim
143. Li X., Sinks L.E., Rybtchinski B., and Wasielewski M.R. J. Am. Chem. Soc. 126 (2004) 10810
144. Rodríguez-Morgade M.S., Torres T., Atienza-Castellanos C., and Guldi D.M. J. Am. Chem. Soc. 128 (2006) 15145
145. Jiménez A.J., Spänig F., Rodríguez-Morgade M.S., Ohkubo K., Fukuzumi S., Guldi D.M., and Torres T. Org. Lett. 9 (2007) 2481
146. Kelley R.F., Shin W.S., Rybtchinski B., Sinks L.E., and Wasielewski M.R. J. Am. Chem. Soc. 129 (2007) 3173
147. D'Souza F., Chitta R., Gadde S., Rogers L.M., Karr P.A., Zandler M.E., Sandanayaka A.S.D., Araki Y., and Ito O. Chem. Eur. J. 13 (2007) 916
148. D'Souza F., Mailigaspe E., Ohkubo K., Zandler M.E., Subbaiyan N.K., and Fukuzumi S. J. Am. Chem. Soc. 131 (2009) 8787
149. Ohkubo K., Ortiz J., Martín-Gomis L., Fernández-Lázaro F., Sastre-Santos A., and Fukuzumi S. Chem. Commun. (2007) 589