Porphyrin supramolecules by self-complementary coordination

Structure and Bonding

Volumn 121, Issue , 2006, Pages 49-104

  Kobuke, Yoshiaki ^a  

^a NARA INSTITUTE OF SCIENCE AND TECHNOLOGY   (Japan)

Author keywords

Antenna; Charge separation; Macrocycle; Nonlinear optics; Photosynthesis

Indexed keywords

EID: 33748774132     PISSN: 00815993     EISSN: 16168550     Source Type: Book Series    
DOI: 10.1007/430_023     Document Type: Article

References (140)

1. Alberts B, Johnson A, Lewis J, Raff M, Roberts K, Walter P (2001) Molecular biology of the cell. Garland, New York
2. Green BR, Parson WW (eds) (2003) Light-harvesting antennas in photosynthesis, vol 13. Kluwer, Dordrecht
3. Wasielewski MR (1992) Chem Rev 92:435
4. Gust D, Moore TA, Moore AL (2001) Acc Chem Res 34:40
5. Choi MS, Yamazaki T, Yamazaki I, Aida T (2004) Angew Chem Int Ed 43:150
6. Ogawa K, Kobuke Y (2003) Encyclopedia of nanoscience and nanotechnology X: 1. American Scientific, Los Angeles
7. Kobuke Y, Ogawa K (2003) Bull Chem Soc Jpn 76:689
8. Kobuke Y (2004) J Porphyrins Phthalocyanines 8:156
9. Satake A, Kobuke Y (2005) Tetrahedron 61:13
10. Wakao N, Yokoi N, Isoyama N, Hiraishi A, Shimada K, Kobayashi M, Kise H, Iwaki M, Ithoh S, Takaichi S, Sakurai Y (1996) Plant Cell Physiol 37:889
11. Kirksey CH, Hambright P, Storm CB (1969) Inorg Chem 8:2141
12. Deisenhofer J, Epp O, Miki K, Huber R, Michel H (1984) J Mol Biol 180:385
13. Yeates TO, Komiya H, Chirino A, Rees DC, Allen JP, Feher G (1988) Proc Natl Acad Sci USA 85:7993
14. Jordan P, Fromme P, Witt HT, Kukas O, Saenger W, Krauss N (2001) Nature 411:909
15. Zouni A, Witt HT, Kern J, Fromme P, Krauss N, Saenger W, Orth P (2001) Nature 409:739
16. McDermott G, Prince SM, Freer AA, Hawthornthwaite-Lawless AM, Papiz MZ, Cogdell RJ, Isaacs NW (1995) Nature 374:517
17. Karrasch S, Bullough PA, Ghosh R (1995) EMBO J 14:631
18. Roszak AW, Howard TD, Southall J, Gardiner AT, Law CJ, Isaacs NW, Cogdell RJ (2003) Science 302:1969
19. Papiz MZ, Prince SM, Howard T, Cogdell RJ, Isaacs NW (2003) J Mol Biol 326:1523
20. Bahatyrova S, Frese RN, Siebert CA, Olsen JD, Van Der Werf KO, Van Grondelle R, Niederman RA, Bullough PA, Otto C, Hunter CN (2004) Nature 430:1058
21. Hess S, Akesson E, Cogdell RJ, Pullerits T, Sundström V (1995) Biophys J 69:2211
22. Shreve AP, Trautman JK, Frank HA, Owens TG, Albrecht AC (1991) Biochim Biophys Acta 1058:280
23. Jimenez R, Dikshit SN, Bradforth SE, Fleming GR (1996) J Phys Chem 100:6825
24. Hu X, Ritz T, Damjanovic A, Schulten K (1997) J Phys Chem B 101:3854
25. Hess S, Chachisvilis M, Timpmann K, Jones MR, Hunter CN, Sundström V (1995) Proc Natl Acad Sci USA 92:12333
26. Beekman LMP, van Mourik F, Jones MR, Visser HM, Hunter CN, van Grondelle R (1994) Biochemistry 33:3143
27. Liu Z, Yan H, Wang K, Kuang T, Zhang J, Gui L, An X, Chang W (2004) Nature 428:287
28. Boekema EJ, Hifney A, Yakushevska AE, Piotrowski M, Keegstra W, Berry S, Michel KP, Pistorius EK, Kruip J (2001) Nature 412:745
29. Fleming GR, Martin JL, Breton J (1988) Nature 333:191
30. Deisenhofer J, Norris JR (eds) (1993) The photosynthetic reaction center I and II. Academic, New York
31. Michel-Beyerle ME (eds) (1996) The reaction center of photosynthetic bacteria. Springer, Berlin Heidelberg New York
32. Chang CK, Abdalmuhdi I (1983) J Org Chem 48:5388
33. Chang CK, Liu HY, Abdalmuhdi I (1984) J Am Chem Soc 106:2725
34. Meier H, Kobuke Y, Kugimiya S (1989) J Chem Soc Chem Commun 923
35. Osuka A, Nakajima S, Nagata T, Murayama K, Toriumi K (1991) Angew Chem Int Ed Engl 30:582
36. Kobuke Y, Miyaji H (1994) J Am Chem Soc 116:4111
37. Stibrany RT, Vasudevan J, Knapp S, Potenza JA, Emge T, Schugar HJ (1996) J Am Chem Soc 118:3980
38. Gerasimchuk NN, Mokhir AA, Rodgers KR (1998) Inorg Chem 37:5641
39. Kasha M, Rawls HR, El-bayyoumi MA (1965) Pure Appl Chem 11:371
40. Kobayashi T (ed) (1996) J-Aggregates. World Scientific, Singapore
41. Tabata M, Nishimoto J (1999) In: Kadish K, Smith KM, Guilard R (eds) The porphyrin handbook, vol 9. Academic, New York, p 221
42. Hunter CA, Sarson LD (1994) Angew Chem Int Ed Engl 33:2313
43. Nakamura Y, Hwang IW, Aratani N, Ahn TK, Ko DM, Takagi A, Kawai T, Matsumoto T, Kim D, Osuka A (2005) J Am Chem Soc 127:236
44. Mackay LG, Wylie RS, Sanders JKM (1994) J Am Chem Soc 116:3141
45. Vidal-Ferran A, Clyde-Watson Z, Bampos N, Sanders JKM (1997) J Org Chem 62:240
46. Mongin O, Schuwey A, Vallot MA, Gossauer A (1999) Tetrahedron Lett 40:8347
47. Peng X, Aratani N, Takagi A, Matsumoto T, Kawai T, Hwang IW, Ahn TK, Kim D, Osuka A (2004) J Am Chem Soc 126:4468
48. Li J, Ambroise A, Yang SI, Diers JR, Seth J, Wack CR, Bocian DF, Holten D, Lindsey JS (1999) J Am Chem Soc 121:8927
49. Anderson HL, Sanders JKM (1990) Angew Chem Int Ed Engl 29:1400
50. Anderson S, Anderson HL, Sanders JKM (1995) J Chem Soc Perkin Trans 1 2247
51. Yu L, Lindsey JS (2001) J Org Chem 66:7402
52. Rucareanu S, Mongin O, Schuwey A, Hoyler N, Gossauer A (2001) J Org Chem 66:4973
53. Anderson S, Anderson HL, Sanders JKM (1993) Acc Chem Res 26:469
54. Kim D, Osuka A (2004) Acc Chem Res 37:735
55. Holten D, Bocian DP, Lindsey JS (2002) Acc Chem Res 35:57
56. Takahashi R, Kobuke Y (2003) J Am Chem Soc 125:2372
57. Takahashi R, Kobuke Y (2005) J Org Chem 70:2745
58. Ohashi A, Satake A, Kobuke Y (2004) Bull Chem Soc Jpn 77:365
59. Ikeda C, Satake A, Kobuke Y (2003) Org Lett 5:4935
60. Chi X, Guerin AJ, Haycock RA, Hunter CA, Sarson LD (1995) Chem Commun 2567
61. Haycock RA, Hunter CA, James DA, Michelsen U, Sutton LR (2000) Org Lett 2: 2435
62. Tsuda A, Nakamura T, Sakamoto S, Yamaguchi K, Osuka A (2002) Angew Chem Int Ed 41:2817
63. Hwang IW, Kamada T, Ahn TK, Ko DM, Nakamura T, Tsuda A, Osuka A, Kim D (2004) J Am Chem Soc 126:16187
64. Tsuda A, Hu H, Watanabe R, Aida T (2003) J Porphyrins Phthalocyanines 7:388
65. Tsuda A, Hu H, Tanaka R, Aida T (2005) Angew Chem Int Ed 44:4884
66. Iengo E, Zangrando E, Geremia S, Graff R, Kieffer B, Alessio E (2002) Chem Eur J 8:4670
67. Balaban TS, Goddard R, Linke-Schaetzel M, Lehn JM (2003) J Am Chem Soc 125:4233
68. Tsuda A, Sakamoto S, Yamaguchi K, Aida T (2003) J Am Chem Soc 125:15722
69. Tanaka A, Ryuno A, Okada S, Satake A, Kobuke Y (2005) Isr J Chem 45:281
70. Ikeda C, Tanaka Y, Fujihara T, Ishii Y, Ushiyama T, Yamamoto K, Yoshioka N, Inoue H (2001) Inorg Chem 40:3395
71. Funatsu K, Imamura T, Ichimura A, Sasaki Y (1998) Inorg Chem 37:1798
72. Fukushima K, Funatsu K, Ichimura A, Sasaki Y, Suzuki M, Fujihara T, Tsuge K, Imamura T (2003) Inorg Chem 42:3187
73. Kuramochi Y, Satake A, Kobuke Y (2004) J Am Chem Soc 126:8668
74. Shoji O, Okada S, Satake A, Kobuke Y (2005) J Am Chem Soc 127:2201
75. Shoji O, Tanaka H, Kawai T, Kobuke Y (2005) J Am Chem Soc 127:8598
76. Tanaka H, Kawai T (1997) J Vac Sci Technol B 15:602
77. Tanaka H, Kawai T (2003) Surf Sci 539:L531
78. Aratani N, Osuka A, Kim YH, Jeong DH, Kim D (2000) Angew Chem Int Ed 39:1458
79. Aratani N, Takagi A, Yanagawa Y, Matsumoto T, Kawai T, Yoon ZS, Kim D, Osuka A (2005) Chem Eur J 11:3389
80. Tsuda A, Osuka A (2001) Science 293:79
81. Tsuda A, Nakamura Y, Osuka A (2003) Chem Commun 1096
82. Anderson HL (1994) Inorg Chem 33:972
83. Taylor PN, Anderson HL (1999) J Am Chem Soc 121:11538
84. Cho HS, Jeong DH, Cho S, Kim D, Matsuzaki Y, Tanaka K, Tsuda A, Osuka A (2002) J Am Chem Soc 124:14642
85. Yoon DH, Lee SB, Yoo K-H, Kim J, Lim JK, Aratani N, Tsuda A, Osuka A, Kim D (2003) J Am Chem Soc 125:11062
86. Kuebler SM, Denning RG, Anderson HL (2000) J Am Chem Soc 122:339
87. Screen TEO, Thorne JRG, Denning RG, Bucknall DG, Anderson HL (2002) J Am Chem Soc 124:9712
88. Ikeda C, Yoon ZS, Park M, Inoue H, Kim D, Osuka A (2005) J Am Chem Soc 127:534
89. Ogawa K, Kobuke Y (2000) Angew Chem Int Ed 39:4070
90. Nomoto A, Kobuke Y (2002) Chem Commun 1104
91. Nomoto A, Mitsuoka H, Ozeki H, Kobuke Y (2003) Chem Commun 1074
92. Ogawa K, Ohashi A, Kobuke Y, Kamada K, Ohta K (2003) J Am Chem Soc 125:13356
93. Kobuke Y, Miyaji H (1996) Bull Chem Soc Jpn 69:3563
94. Nagata N, Kugimiya S, Fujiwara E, Kobuke Y (2003) New J Chem 743
95. Ikeda C, Satake A, Fujiwara E, Kobuke Y (2003) Chem Commun 616
96. Michelsen U, Hunter CA (2000) Angew Chem Int Ed 39:764
97. Morikawa S, Ikeda C, Ogawa K, Kobuke Y (2004) Lett Org Chem 1:6
98. Sugiura K, Tanaka H, Matsumoto T, Kawai T, Sakata Y (1999) Chem Lett 1193
99. McKeown NB (2002) Phthalocyanine materials: synthesis, structure and function. Cambridge University Press, Cambridge
100. Marks TJ (1985) Science 227:881
101. Torre G, Vazquez P, Agullo-Lopez F, Torres T (2004) Chem Rev 104:3723
102. Ishii K, Abiko S, Fujitsuka M, Ito O, Kobayashi N (2002) J Chem Soc Dalton Trans 1735
103. Cook MJ, Jafari-Fini A (1997) J Mater Chem 7:2327
104. Kobayashi N, Muranaka A (2000) Chem Commun 1855
105. Kameyama K, Satake A, Kobuke Y (2004) Tetrahedron Lett 45:7617
106. Kameyama K, Morisue M, Satake A, Kobuke Y (2005) Angew Chem Int Ed 44:4763
107. Ozeki H, Nomoto A, Ogawa K, Kobuke Y, Murakami M, Hosoda K, Ohtani M, Nakashima S, Miyasaka H, Okada T (2004) Chem Eur J 10:6393
108. Marcus RA (1959) Can J Chem 37:155
109. Marcus RA (1965) J Chem Phys 43:679
110. Rehm D, Weller A (1969) Ber Bunsenges Phys Chem 73:834
111. Schmidt JA, Liu JY, Bolton JR, Archer MD, Gadzekpo VPY (1989) J Chem Soc Faraday Trans 1 85:1027
112. Hwang IW, Park M, Ahn TK, Yoon ZS, Ko DM, Kim D, Ito F, Ishibashi Y, Khan SR, Nagasawa Y, Miyasaka H, Ikeda C, Takahashi R, Ogawa K, Satake A, Kobuke Y (2005) Chem Eur J 11:3753
113. Morandeira A, Vauthey E, Schuwey A, Gossauer A (2004) J Phys Chem A 108:5741
114. Furutsu D, Satake A, Kobuke Y (2005) Inorg Chem 44:4460
115. Prasad PN, Williams DJ (eds) (1991) Introduction to nonlinear optical effects in molecules and polymers. Wiley, New York
116. Zyss J (ed) (1994) Molecular nonlinear optics: materials, physics, and devices. Academic, Boston
117. Bosshard C, Sutter K, Prêtre P, Hulliger J, Flörsheimer M, Kaatz P, Günter P (1995) Organic nonlinear optical materials. Gordon and Breach, Amsterdam
118. Ogawa K, Kobuke Y (2002) J Am Chem Soc 124:22
119. Zhan X, Liu Y, Zhu D, Huang W, Gong Q (2001) Chem Mater 13:1540
120. Sheik-Bahae M, Said AA, Wei TH, Hagan DG, van Stryland EW (1990) IEEE J Quantum Electron 26:760
121. Drobizhev M, Karotki A, Kruk M, Rebane A (2002) Chem Phys Lett 355:175
122. Drobizhev M, Karotki A, Kruk M, Mamardashvili NZ, Rebane A (2002) Chem Phys Lett 361:504
123. Drobizhev M, Karotki A, Kruk M, Krivokapic A, Anderson HL, Rebane A (2003) Chem Phys Lett 370:690
124. Goyan RL, Cramb DT (2000) Photochem Photobiol 72:821
125. Kamada K, Ohta K, Iwase Y, Kondo K (2003) Chem Phys Lett 372:386
126. Iwase Y, Kondo K, Kamada K, Ohta K (2003) J Mater Chem 13:1573
127. Audebert P, Kamada K, Matsunaga K, Ohta K (2003) Chem Phys Lett 367:62
128. Antonov L, Kamada K, Ohta K, Kamounah S (2003) Phys Chem Chem Phys 5:1193
129. Kamada K, Matsunaga K, Yoshino A, Ohta K (2003) J Opt Soc Am B 20:529
130. Abbotto A, Beverina L, Bozio R, Facchetti A, Ferrante C, Pagani GA, Pedron D, Signorini R (2002) Org Lett 4:1495
131. Kim OK, Lee KS, Woo HY, Kim KS, He GS, Swiatkiewicz J, Prasad PN (2001) Chem Mater 13:4071
132. Chung SJ, Kim KS, Lin TC, He GS, Swiatkiewicz J, Prasad PN (1999) J Phys Chem B 103:10741
133. Abbotto A, Beverina L, Bozio R, Facchetti A, Ferrante C, Pagani GA, Pedronb D, Signorini R (2003) Chem Commun 2144
134. Belfield KD, Liu Y, Negres RA, Fan M, Pan G, Hagan DJ, Hernandez FE (2002) Chem Mater 14:3663
135. Porres L, Mongin O, Katan C, Charlot M, Pons T, Mertz J, Blanchard-Desce M (2004) Org Lett 6:47
136. Ogawa K, Ohashi A, Kobuke Y, Kamada K, Ohta K (2005) J Phys Chem B 109:22003
137. Nazeeruddin MK, Kay A, Rodicio I, Humphry-Baker R, Müller E, Liska P, Vlachopoulos N, Grätzel M (1993) J Am Chem Soc 115:6382
138. Hagfeldt A, Grätzel M (1995) Chem Rev 95:49
139. Stuart L (2002) Semiconductor electrodes and photoelectrochemistry. In: Bard AJ, Stratmann M (eds) Encyclopedia of electrochemistry, vol 6. Wiley, Weinheim
140. Morisue M, Yamatsu S, Haruta N, Kobuke Y (2005) Chem Eur J 11:5563