Diarylethene photoisometization and photocyclization mechanisms

Russian Chemical Reviews

Volumn 81, Issue 6, 2012, Pages 477-493

  Budyka, M F ^a  

^a INSTITUTE OF PROBLEMS OF CHEMICAL PHYSICS   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84864210456     PISSN: 0036021X     EISSN: 14684837     Source Type: Journal    
DOI: 10.1070/RC2012v081n06ABEH004274     Document Type: Review

References (180)

1. H Dürr, H Bouas-Laurent Photochromism: Molecules and Systems (Amsterdam: Elsevier, 2003)
2. D H Waldeck Chem. Rev. 91 415 (1991)
3. T Arai, K Tokumaru Chem. Rev. 93 23 (1993)
4. H Görner, H J Kuhl Adv. Photochem. 19 1 (1995)
5. K A Muszkat Top. Curr. Chem. 88 89 (1980)
6. U Mazzucato Pure Appl. Chem. 54 1705 (1982)
7. V F Razumov,M V Alfimov Zh. Nauch. Prikl. Fotogr. 48 (6) 28 (2003) a
8. G Bartocci, U Mazzucato, A Spalletti Trends Phys. Chem. 12 1 (2007)
9. G Bartocci, G Galiazzo, E Marri, U Mazzucato, A Spalletti Inorg. Chim. Acta 360 961 (2007)
10. M Irie Photochem. Photobiol. Sci. 9 1535 (2010)
11. T Tsujioka,M Irie J. Photochem. Photobiol. C: Photochem. Rev. 11 1 (2010)
12. M Irie,M Morimoto Pure Appl. Chem. 81 1655 (2009)
13. K Matsuda,M Irie J. Photochem. Photobiol. C: Photochem. Rev. 5 169 (2004)
14. S Nakamura, S Yokojima, K Uchida, T Tsujioka, A Goldberg, A Murakami, K Shinoda, MMikami, T Kobayashi, S Kobatake,K Matsuda,M Irie J. Photochem. Photobiol. A: Chem. 200 10 (2008)
15. M F Budyka, N I Potashova, T N Gavrishova, V M Lee Ros. Nanotekhnol. 2 (11 - 12) 89 (2007) b
16. M F Budyka, N I Potashova, T N Gavrishova, V M Lee Izv. Akad. Nauk, Ser. Khim. 2535 (2008) c
17. M F Budyka, N I Potashova, T N Gavrishova, V M Lee J. Mater. Chem. 19 7721 (2009)
18. M F Budyka Khim. Vys. Energ. 44 154 (2010) d
19. F M Raymo,M Tomasulo Chem. Soc. Rev. 34 327 (2005)
20. M Irie Pure Appl. Chem. 68 1367 (1996)
21. M Irie, K Uchida Bull. Chem. Soc. Jpn. 71 985 (1998)
22. M Irie, in Organic Photochromic and Thermochromic Compounds Vol. 1 (Eds J C Crano, R J Guglielmetti) (NewYork: Plenum, 1999) p. 207
23. H Bouas-Laurent, H Dürr Pure Appl. Chem. 73 639 (2001)
24. M V Alfimov, O A Fedorova, S P Gromov J. Photochem. Photobiol. A: Chem. 158 183 (2003)
25. M Irie Chem. Rev. 100 1685 (2000)
26. N Tamai, H Miyasaka Chem. Rev. 100 1875 (2000)
27. H Tian, S Yang Chem. Soc. Rev. 33 85 (2004)
28. Q Luo, H Cheng, H Tian Polym. Chem. 2 2435 (2011)
29. T Fukaminato J. Photochem. Photobiol. C: Photochem. Rev. 12 177 (2011)
30. C Yun, J You, J Kim, J Huh, E Kim J. Photochem. Photobiol. C: Photochem. Rev. 10 111 (2009)
31. Y Yokoyama New J. Chem. 33 1314 (2009)
32. W R Browne, B L Feringa Annu. Rev. Phys. Chem. 60 407 (2009)
33. V Guerchais, L Ordronneau, H Le Bozec Coord. Chem. Rev. 254 2533 (2010)
34. T Förster Pure Appl. Chem. 24 443 (1970)
35. D R Yarkony Acc. Chem. Res. 31 511 (1998)
36. B G Levine, J D Coe, T J Martínez J. Phys. Chem. B 112 405 (2008)
37. I Schapiro, F Melaccio, E N Laricheva,M Olivucci Photochem. Photobiol. Sci. 10 867 (2011)
38. R S H Liu, G S Hammond Proc. Natl. Acad. Sci. USA 97 11153 (2000)
39. R S H Liu Acc. Chem. Res. 34 555 (2001)
40. R S H Liu Pure Appl. Chem. 74 1391 (2002)
41. R S H Liu Photochem. Photobiol. 76 580 (2002)
42. RSHLiu,GSHammondPhotochem. Photobiol. Sci. 2 835 (2003)
43. U Mazzucato, F Momicchioli Chem. Rev. 91 1679 (1991)
44. M V Alfimov, V F Razumov, A G Rachinsky, V N Listvan, Yu B Scheck Chem. Phys. Lett. 101 593 (1983)
45. J Saltiel, T S R Krishna, A M Turek J. Am. Chem. Soc. 127 6938 (2005)
46. J Saltiel, M A Bremer, S Laohhasurayotin, T S R Krishna Angew. Chem., Int. Ed. 47 1237 (2008)
47. Y-P Zhao, L-Y Yang, C J Simmons, R S H Liu Chem. - Asian J. 4 754 (2009)
48. T Mizutani,M Ikegami, R Nagahata, T Arai Chem. Lett. 1014 (2001)
49. M Uda, T Mizutani, J Hayakawa, A Momotake, M Ikegami, R Nagahata, T Arai Photochem. Photobiol. 76 596 (2002)
50. F E Doany, E J Heilweil, R Moore, R M Hochstrasser J. Chem. Phys. 80 201 (1984)
51. W Fuû, C Kosmidis, W E Schmid, S A Trushin Angew. Chem., Int. Ed. 43 4178 (2004)
52. D S Ruiz, A Cembran, M Garavelli, M Olivucci, W Fuû Photochem. Photobiol. 76 622 (2002)
53. P M Felker, A H Zewail J. Phys. Chem. 89 5402 (1985)
54. W Fuû, C Kosmidis, W E Schmid, S A Trushin Chem. Phys. Lett. 385 423 (2004)
55. M Obi, H Sakuragi, T Arai Chem. Lett. 169 (1998)
56. F D Lewis, B A Yoon, T Arai, T Iwasaki, K Tokumaru J. Am. Chem. Soc. 117 3029 (1995)
57. T Arai, M Obi, T Iwasaki, K Tokumaru, F D Lewis J. Photochem. Photobiol., A: Chem. 96 65 (1996)
58. T Arai, M Moriyama, K Tokumaru J. Am. Chem. Soc. 116 3171 (1994)
59. Y Azechi, K Takemura, Y Shinohara, Y Nishimura, T Arai J. Phys. Org. Chem. 20 864 (2007)
60. M F Budyka, V M Lee, N I Potashova, T N Gavrishova Khim. Vys. Energ. 45 144 (2011) d
61. H J C Jacobs, E Havinga Adv. Photochem. 11 305 (1979)
62. T Wismontski-Knittel, G Fischer, E Fischer J. Chem. Soc., Perkin Trans. 2 1930 (1974)
63. J Saltiel, A S Waller, Y P Sun,D F Sears Jr J. Am. Chem. Soc. 112 4580 (1990)
64. J Saltiel, A S Waller, D F Sears Jr J. Am. Chem. Soc. 115 2453 (1993)
65. U Mazzucato, A Spalletti J. Phys. Chem. A 113 14521 (2009)
66. J Saltiel, N Tarkalanov, D F Sears Jr J. Am. Chem. Soc. 117 5586 (1995)
67. J Saltiel, G Krishnamoorthy, D F Sears Jr Photochem. Photobiol. Sci. 2 1162 (2003)
68. K Sandros, H-D Becker J. Photochem. Photobiol. A: Chem. 43 291 (1988)
69. G Bartocci, A Spalletti, U Mazzucato Res. Chem. Intermed. 21 735 (1995)
70. A Spalletti, G Bartocci, F Elisei, V Mancini, U Mazzucato J. Chem. Soc., Faraday Trans. 93 211 (1997)
71. T Karatsu, A Kitamura, H Zeng, T Arai, H Sakuragi, K Tokumaru Bull. Chem. Soc. Jpn. 68 920 (1995)
72. E J Shin, E Y Bae, S H Kim, H K Kang, S C Shim J. Photochem. Photobiol. A: Chem. 107 137 (1997)
73. J Saltiel, Y Zhang, D F Sears Jr J. Am. Chem. Soc. 118 2811 (1996)
74. J Saltiel, Y Zhang, D F Sears Jr J. Am. Chem. Soc. 119 11202 (1997)
75. A Spalletti, G Bartocci Phys. Chem. Chem. Phys. 1 5623 (1999)
76. T Karatsu, H Itoh, A Nishigaki, K Fukui, A Kitamura, S Matsuo, H Misawa J. Phys. Chem. A 104 6993 (2000)
77. G Orlandi,W Siebrand Chem. Phys. Lett. 30 352 (1975)
78. A Spalletti, G Bartocci, U Mazzucato, G Galiazzo Chem. Phys. Lett. 186 297 (1991)
79. U Mazzucato, A Spalletti, G Bartocci, G Galiazzo Coord. Chem. Rev. 125 251 (1993)
80. K Sandros,M Sundahl, O Wennerstroem, U Norinder J. Am. Chem. Soc. 112 3082 (1990)
81. K Sandros,M Sundahl, O Wennerstroem J. Phys. Chem. 97 5291 (1993)
82. E Marri, D Pannacci, G Galiazzo, U Mazzucato, A Spalletti J. Phys. Chem. A 107 11231 (2003)
83. A Spalletti Photochem. Photobiol. Sci. 3 695 (2004)
84. S Ciorba, G Bartocci, G Galiazzo, U Mazzucato, A Spalletti J. Photochem. Photobiol. A: Chem. 195 301 (2008)
85. A Spalletti, G Bartocci, G Galiazzo, A Macchioni, U Mazzucato J. Phys. Chem. A 103 8994 (1999)
86. G Bartocci, G Galiazzo, G Gennari, E Marri, U Mazzucato, A Spalletti Chem. Phys. 272 213 (2001)
87. G Bartocci, G Galiazzo, U Mazzucato, A Spalletti Phys. Chem. Chem. Phys. 3 379 (2001)
88. G Bartocci,G Galiazzo, L Latterini, E Marri, U Mazzucato, A Spalletti Phys. Chem. Chem. Phys. 4 2911 (2002)
89. G Bartocci, E Marri, A Spalletti J. Phys. Chem. A 106 11400 (2002)
90. J Saltiel, T S R Krishna, A M Turek, R J Clark Chem. Commun. 1506 (2006)
91. J Saltiel, T S R Krishna, R J Clark J. Phys. Chem. A 110 1694 (2006)
92. J Saltiel, T R S Krishna, K Laohhasurayotin, Y Ren, K Phipps, P H Davis, W A Yee J. Phys. Chem. A 115 2120 (2011)
93. F B Mallory, C W Mallory Org. React. 30 1 (1984)
94. W H Laarhoven Rec. Trav. Chim. Pays-Bas 102 185 (1983)
95. S P Kazakov, V F Razumov, M V Alfimov Khim. Vys. Energ. 38 283 (2004) d
96. M F Budyka, O D Laukhina, V F Razumov Chem. Phys. Lett. 279 327 (1997)
97. G Bartocci, A Spalletti J. Phys. Chem. A 106 7068 (2002)
98. P Bortolus, G Galiazzo, G Gennari, I Manet, G Marconi, S Monti Photochem. Photobiol. Sci. 3 689 (2004)
99. E Bandini, P Bortolus, I Manet, S Monti, G Galiazzo, G Gennari Photochem. Photobiol. Sci. 4 862 (2005)
100. M F Budyka, N I Potashova, T N Gavrishova, V M Lee Khim. Vys. Energ. 42 497 (2008) d
101. M F Budyka, N I Potashova, T N Gavrishova, V M Lee J. Photochem. Photobiol. A: Chem. 203 100 (2009)
102. M F Budyka, N I Potashova, T N Gavrishova, V M Lee Khim. Vys. Energ. 43 424 (2009) d
103. S A-M Ahmed J. Phys. Org. Chem. 20 574 (2007)
104. MF Budyka, N I Potashova, N V Biktimirova, T N Gavrishova Khim. Vys. Energ. 42 257 (2008) d
105. M F Budyka, N I Potashova, T N Gavrishova, V M Lee Khim. Vys. Energ. 44 436 (2010) d
106. M F Budyka, I V Oshkin Khim. Vys. Energ. 43 431 (2009) d
107. M F Budyka, I V Oshkin Int. J. Quantum Chem. 111 3673 (2011)
108. M F Budyka, T N Gavrishova, V M Lee, N I Potashova Khim. Vys. Energ. 44 444 (2010) d
109. G Gennari, P Bortolus, G Galiazzo J. Mol. Struct. 249 189 (1991)
110. A Spalletti, U Mazzucato, G G Aloisi, D Pannacci Z. Phys. Chem. Neue Folge 138 199 (1983)
111. G Ginocchietti, U Mazzucato, A Spalletti Int. J. Photoenergy 6 241 (2004)
112. G Galiazzo, P Bortolus, G Gennari Gazz. Chim. Ital. 120 581 (1990)
113. M F Budyka, N I Potashova, O V Chashchikhin, T N Gavrishova, V M Lee Khim. Vys. Energ. 45 529 (2011) d
114. G Orlandi, P Palmieri, G Poggi J. Am. Chem. Soc. 101 3492 (1979)
115. H Petek, K Yoshihara, Y Fujiwara, Z Lin, J H Penn, J H Frederick J. Phys. Chem. 94 7539 (1990)
116. J H Frederick,Y Fujiwara, J H Penn,K Yoshihara,H Petek J. Phys. Chem. 95 2845 (1991)
117. W Y Chiang, J Laane J. Chem. Phys. 100 8755 (1994)
118. Y Kawaguchi J. Chem. Phys. 100 8856 (1994)
119. V D Vachev, J H Frederick, B A Grishanin, V N Zadkov, N I Koroteev J. Phys. Chem. 99 5247 (1995)
120. V Molina,M Merchán, B O Roos J. Phys. Chem. A 101 3478 (1997)
121. C D Berweger, W F van Gunsteren, F Müller-Plathe J. Chem. Phys. 111 8987 (1999)
122. S P Kwasniewski,M S Deleuze, J P François Int. J. Quantum Chem. 80 672 (2000)
123. J Quenneville, T J Martínez J. Phys. Chem. A 107 829 (2003)
124. D M Leitner, B Levine, J Quenneville, T J Martínez, P G Wolynes J. Phys. Chem. A 107 10706 (2003)
125. S P Kwasniewski, L Claes, J-P François,M S Deleuze J. Chem. Phys. 118 7823 (2003)
126. P C Chen, Y C Chieh J. Mol. Struct. (THEOCHEM) 624 191 (2003)
127. Y Dou, R E Allen J. Chem. Phys. 119 10658 (2003)
128. R Vendrame, V R Coluci, D S Galväo J. Mol. Struct. (THEOCHEM) 686 103 (2004)
129. P Sauer, R E Allen Chem. Phys. Lett. 434 260 (2007)
130. D Chen, Z Wang, H Zhang J. Mol. Struct. (THEOCHEM) 859 11 (2008)
131. D Riedel,M Cranney,M Martin, R Guillory, G Dujardin, M Dubois, P Sonnet J. Am. Chem. Soc. 131 5414 (2009)
132. C Jiang, R Xie, F Li, R E Allen Chem. Phys. Lett. 474 263 (2009)
133. J Catalán Chem. Phys. Lett. 421 134 (2006)
134. N Minezawa,M S Gordon J. Phys. Chem. A 115 7901 (2011)
135. L Gagliardi, G Orlandi, V Molina, P Malmqvist, B Roos J. Phys. Chem. A 106 7355 (2002)
136. C Angeli, R Improta, F Santoro J. Chem. Phys. 130 174307 (2009)
137. R Improta, F Santoro J. Phys. Chem. A 109 10058 (2005)
138. S T Repinec, R J Sension, A Z Szarka, R M Hochstrasser J. Phys. Chem. 95 10380 (1991)
139. R J Sension, S T Repinec, A Z Szarka, R M Hochstrasser J. Chem. Phys. 98 6291 (1993)
140. P Celani, S Ottani,M Olivucci, F Bernardi,M A Robb J. Am. Chem. Soc. 116 10141 (1994)
141. P Celani, F Bernardi,M A Robb,M Olivucci J. Phys. Chem. 100 19364 (1996)
142. M Garavelli, P Celani,M Fato,M J Bearpark, B R Smith, M Olivucci,M A Robb J. Phys. Chem. A 101 2023 (1997)
143. A Hofmann, R de Vivie-Riedle J. Chem. Phys. 112 5054 (2000)
144. W Fuû,W E Schmid, S A Trushin J. Chem. Phys. 112 8347 (2000)
145. M Garavelli, C S Page, P Celani,M Olivucci, W E Schmid, S A Trushin,W Fuss J. Phys. Chem. A 105 4458 (2001)
146. H Tamura, S Nanbu, H Nakamura, T Ishida Chem. Phys. Lett. 401 487 (2005)
147. H Tamura, S Nanbu, T Ishida, H Nakamura J. Chem. Phys. 124 084313 (2006)
148. N Kuthirummal, F M Rudakov, C L Evans, P M Weber J. Chem. Phys. 125 133307 (2006)
149. K Kosma, S A Trushin, W Fuû,W E Schmid Phys. Chem. Chem. Phys. 11 172 (2009)
150. J B Schönborn, J Sielk, B Hartke J. Phys. Chem. A 114 4036 (2010)
151. A Nenov, P Kölle,M A Robb, R de Vivie-Riedle J. Org. Chem. 75 123 (2010)
152. S Nakamura,M Irie J. Org. Chem. 53 6136 (1988)
153. M M Krayushkin, M A Kalik, V A Migulin Russ. Chem. Rev. 78 329 (2009)
154. [Usp. Khim. 78 355 (2009)]
155. D Majumdar, H M Lee, J Kim, K S Kim, B J Mhin J. Chem. Phys. 111 5866 (1999)
156. J Ern,AT Bens, H-D Martin,KKuldova,H P Trommsdorff, C Kryschi J. Phys. Chem. A 106 1654 (2002)
157. K Uchida, D Guillaumont, E Tsuchida, G Mochizuki, M Irie, A Murakami, S Nakamura J. Mol. Struct. (THEOCHEM) 579 115 (2002)
158. D Guillaumont, T Kobayashi, K Kanda, H Miyasaka, K Uchida, S Kobatake, K Shibata, S Nakamura, M Irie J. Phys. Chem A 106 7222 (2002)
159. M Boggio-Pasqua,M Ravaglia,M J Bearpark,M Garavelli, M A Robb J. Phys. Chem. A 107 11139 (2003)
160. Y Asano, A Murakami, T Kobayashi, A Goldberg, D Guillaumont, S Yabushita, M Irie, S Nakamura J. Am. Chem. Soc. 126 12112 (2004)
161. A Staykov, K Yoshizawa J. Phys. Chem. C 113 3826 (2009)
162. S Aloïse, M Sliwa, Z Pawlowska, J Réhault, J Dubois, O Poizat, G Buntinx, A Perrier, F Maurel, S Yamaguchi, M Takeshita J. Am. Chem. Soc. 132 7379 (2010)
163. P D Patel, A E Masunov J. Phys. Chem. C 115 10292 (2011)
164. A Staykov, J Areephong, W R Browne, B L Feringa, K Yoshizawa ACS Nano 5 1165 (2011)
165. H Jean-Ruel, R R Cooney,M Gao, C Lu, M A Kochman, C A Morrison, R J D Miller J. Phys. Chem. A 115 13158 (2011)
166. S Nakamura, T Kobayashi, A Takata, K Uchida, Y Asano, A Murakami, A Goldberg, D Guillaumont, S Yokojima, S Kobatake,M Irie J. Phys. Org. Chem. 20 821 (2007)
167. P D Patel, I A Mikhailov, K D Belfield, A E Masunov Int. J. Quantum Chem. 109 3711 (2009)
168. D Jacquemin, E A Perpète Chem. Phys. Lett. 429 147 (2006)
169. D Jacquemin, E A Perpè te, F Maurel, A Perrier J. Phys. Chem. C 114 9489 (2010)
170. A Perrier, F Maurel, D Jacquemin Chem. Phys. Lett. 509 129 (2011)
171. M Cipolloni, A Heynderickx, F Maurel, A Perrier, D Jacquemin, O Siri, F Ortica, G Favaro J. Phys. Chem. C 115 23096 (2011)
172. B G Levine, T J Martínez Annu. Rev. Phys. Chem. 58 613 (2007)
173. Y Dou, R E Allen Chem. Phys. Lett. 378 323 (2003)
174. W Fuû, S Lochbrunner, A M Müller, T Schikarski, W E Schmid, S A Trushin Chem. Phys. 232 161 (1998)
175. MJ Bearpark, F Bernardi, S Clifford,MOlivucci,MA Robb, T Vreven J. Phys. Chem. A 101 3841 (1997)
176. Y Amatatsu Chem. Phys. Lett. 314 364 (1999)
177. ANenov, T Cordes, T T Herzog,W Zinth,R de Vivie-Riedle J. Phys. Chem. A 114 13016 (2010)
178. I V Oshkin,M F Budyka Khim. Vys. Energ. 44 506 (2010) d
179. M F Budyka Int. J. Quantum Chem. 112 2643 (2012)
180. C-W Jiang, R-H Xie, F-L Li, R E Allen Chem. Phys. Lett. 487 177 (2010)