Medium effects on the direct cis-trans photoisomerization of 1,4-diphenyl-1,3-butadiene in solution

Journal of Physical Chemistry A

Volumn 115, Issue 11, 2011, Pages 2120-2129

  Saltiel, Jack ^a   Krishna, Talapragada R S ^a   Laohhasurayotin, Kritapas ^a   Ren, Yanjun ^a   Phipps, Kathleen ^a   Davis, Paul H ^b   Yee, W Atom ^b  

^a FLORIDA STATE UNIVERSITY   (United States)

^b SANTA CLARA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CIS-TRANS PHOTOISOMERIZATION; DIPHENYLPOLYENES; EXCITED-STATE DECAY; FLUORESCENCE QUANTUM YIELD; GASPHASE; ISOMERIZATION CHANNELS; MEDIUM EFFECT; METHYLCYCLOHEXANE; RADIATIONLESS DECAY; TORSIONAL MOTION; TRANS-STILBENE;

BENZENE; BUTADIENE; CYCLOHEXANE; EXCITED STATES; FLUORESCENCE; GAS CHROMATOGRAPHY; HEXANE;

QUANTUM YIELD;

1,3 BUTADIENE; 1,3 BUTADIENE DERIVATIVE; 1,3-BUTADIENE; BIPHENYL; BIPHENYL DERIVATIVE; SOLVENT;

ARTICLE; CHEMICAL MODEL; CHEMISTRY; ELECTRON; PHOTOCHEMISTRY; RADIATION EXPOSURE; STEREOISOMERISM;

BIPHENYL COMPOUNDS; BUTADIENES; ELECTRONS; MODELS, CHEMICAL; PHOTOCHEMICAL PROCESSES; SOLVENTS; STEREOISOMERISM;

EID: 79952760152     PISSN: 10895639     EISSN: 15205215     Source Type: Journal    
DOI: 10.1021/jp111482m     Document Type: Article

References (90)

1. Allen, M. T.; Whitten, D. G. Chem. Rev. 1989, 89, 1691-1702
2. Saltiel, J.; Sun, Y.-P. In Photochromism, Molecules and Systems; Dürr, H.; Bouas-Laurent, H., Eds.; Elsevier: Amsterdam, The Netherlands, 1990; pp 64 - 164.
3. Saltiel, J. J. Am. Chem. Soc. 1967, 89, 1036-1037
4. Saltiel, J. J. Am. Chem. Soc. 1968, 90, 6394-6400
5. Malkin, S.; Fischer, E. J. Phys. Chem. 1964, 68, 1153
6. Sharafi, S.; Muszkat, K. A. J. Am. Chem. Soc. 1971, 93, 4119
7. Sumitani, A.; Nakashima, N.; Yoshihara, K.; Nagakura, S. Chem. Phys. Lett. 1977, 51, 183
8. Charlton, J. L.; Saltiel, J. J. Phys. Chem. 1977, 81, 1940-1944
9. Saltiel, J.; Charlton, J. L. Cis-Trans Isomerization of Olefins. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol III, pp 25 - 89.
10. Hudson, B. S.; Kohler, B. E. Annu. Rev. Phys. Chem. 1974, 25, 437-460
11. Hudson, B. S.; Kohler, B. E.; Schulten, K. In Excited States; Lim, E. C., Ed.; Academic Press: New York, 1982; Vol. 6, pp 1 - 95.
12. Orlandi, G.; Siebrand, W. Chem. Phys. Lett. 1975, 30, 352-354
13. Birks, J. B.; Birch, D. J. S. Chem. Phys. Lett. 1975, 31, 608-610
14. Birks, J. B.; Tripathy, G. N. R.; Lumb, M. D. Chem. Phys. 1978, 33, 185-194
15. Birks, J. B. Chem. Phys. Lett. 1978, 54, 430-434
16. Velsko, S. P.; Fleming, G. R. J. Chem. Phys. 1982, 76, 3553-3562
17. Birch, D. J. S.; Imhof, R. E. Chem. Phys. Lett. 1982, 88, 243-247
18. Gehrke, C.; Mohrschladt, R.; Schroeder, J.; Troe, J.; Vöhringer, P. Chem. Phys. 1991, 152, 45-56
19. Mohrschladt, R.; Schroeder, J.; Schwarzer, D.; Troe, J.; Vöhriger, P. J. Chem. Phys. 1994, 101, 7566-7579
20. Schroeder, J.; Steinel, T.; Troe, J. J. Phys. Chem. A 2002, 106, 5510-5516 and references cited.
21. Anderton, R. M.; Kauffmann, J. E. J. Phys. Chem. 1994, 98, 12117-12124
22. Anderton, R. M.; Kauffmann, J. E. J. Phys. Chem. 1994, 98, 12125-12132
23. Anderton, R. M.; Kauffmann, J. E. J. Phys. Chem. 1995, 99, 14628-14631
24. Dahl, K.; Biswas, R.; Maroncelli, M. J. Phys. Chem. B 2003, 107, 7838-7853
25. Saltiel, J.; Ko, D.-H.; Fleming, S. A. J. Am. Chem. Soc. 1994, 116, 4099-4100
26. Saltiel, J.; Wang, S.; Watkins, L. P.; Ko, D.-H. J. Phys. Chem. A 2000, 104, 11443-11450
27. Saltiel, J.; Krishnamoorthy, G.; Huang, Z; Ko, D.-H.; Wang, S. J. Phys. Chem. A 2003, 107, 3178-3186
28. Sandoval, A.; Zechmeister, L. J. Am. Chem. Soc. 1947, 69, 553-557
29. Pickard, J. H.; Wille, B.; Zechmeister, L. J. Am. Chem. Soc. 1948, 70, 1938-1944
30. Saltiel, J.; Dmitrenko, O.; Pillai, Z. S.; Klima, R.; Wang, S.; Wharton, T.; Huang, Z.-N.; van de Burgt, L. J.; Arranz, J. Photochem. Photobiol. Sci. 2008, 7, 566-577
31. Yee, W. A.; Hug, S. J.; Kliger, D. S. J. Am. Chem. Soc. 1988, 110, 2164-2169
32. Saltiel, J.; Marinari, A.; Chang, D. W.-L.; Mitchener, J. C.; Megarity, E. D. J. Am. Chem. Soc. 1979, 101, 2982-2996
33. Saltiel, J.; Wang, S. Photochem. Photobiol. Sci. 2006, 5, 883-895
34. Moses, F. G.; Liu, R. S. H.; Monroe, B. M. Mol. Photochem. 1969, 1, 245-249
35. Saltiel, J.; Ganapathy, S.; Werking, C. J. Phys. Chem. 1987, 91, 2755-2758
36. Zimmerman, G.; Chow, L.-Y.; Paik, U.-J. J. Am. Chem. Soc. 1958, 80, 3528-3531
37. Melhuish, W. H. J. Phys. Chem. 1961, 65, 229-235
38. Meech, S. R.; Phillips, D. J. Photochem. 1983, 23, 193-217
39. Krishna, T. S. R.; Singh, A. K. Indian J. Chem. 1994, 33B, 413-414
40. Lamola, A. A.; G. S. Hammond, G. S. J. Chem. Phys. 1965, 43, 2129-2135
41. Saltiel, J.; Sun, Y.-P. J. Phys. Chem. 1989, 93, 6246-6250
42. Sun, Y.-P.; Saltiel, J. J. Phys. Chem. 1989, 93, 8310-8316
43. Murov, S. L. Handbook of Photochemistry; Marcel-Dekker: New York, 1973.
44. Eastman, L. R., Jr.; Zarnegar, B. M.; Butler, J. M.; Whitten, D. G. J. Am. Chem. Soc. 1974, 96, 2281-2282
45. Saltiel, J.; Cires, E.; Turek, A. J. Am. Chem. Soc. 2003, 125, 2866-2867
46. Sun, Y.-P.; Sears, D. F., Jr.; Saltiel, J. Anal. Chem. 1987, 59, 2515-2519
47. Saltiel, J.; Metts, L.; Wrighton, M. J. Am. Chem. Soc. 1970, 92, 3227-3229
48. Saltiel, J.; Metts, L.; Wrighton, M. J. Am. Chem. Soc. 1969, 91, 5684-5685
49. Saltiel, J.; Metts, L.; Sykes, A.; Wrighton, M. J. Am. Chem. Soc. 1971, 93, 5302-5303
50. Saltiel, J.; Rousseau, A. D.; Sykes, A. J. Am. Chem. Soc. 1972, 94, 5903-5905
51. Saltiel, J.; Townsend, D. E.; Sykes, A. J. Am. Chem. Soc. 1973, 95, 5968-5973
52. Görner, H. J. Photochem. 1982, 19, 343-356
53. Keery, K. M.; Fleming, G. R. Chem. Phys. Lett. 1982, 93, 322-326
54. Warshel, A. Nature (London) 1976, 260, 679-683
55. Harbison, G. S.; Smith, S. O.; Pardoen, J. A.; Winkel, C.; Lugtenburg, J.; Herzfeld, J.; Mathies, R.; Griffin, R. G. Proc. Natl. Acad. Sci. U.S.A. 1984, 81, 1706-1709
56. Sineshchekov, O. A.; Trivedi, V. D.; Sasaki, J.; Spudich, J. L. J. Biol. Chem. 2005, 280, 14663-14668
57. Wada, Y.; Kawanabe, A.; Furutani, Y.; Kandori, H.; Ohtani, H. Chem. Phys. Lett. 2008, 453, 105-108
58. Saltiel, J.; Krishna, T. S. R.; Turek, A. M.; Clark, R. J. J. Chem. Soc.: Chem. Commun. 2006, 1506-1508
59. Saltiel, J.; Bremer, M. A.; Laohhasurayotin, S.; Krishna, T. S. R. Angew. Chem., Int. Ed. 2008, 47, 1237-1240
60. Saltiel, J.; Krishna, T. S. R.; Clark, R. J. J. Phys. Chem. A 2006, 110, 1694-1697
61. Saltiel, J.; Krishna, T. S. R.; Laohhasurayotin, S.; Fort, K.; Clark, R. J. J. Phys. Chem. A 2008, 112, 199-209
62. Odani, T.; Matsumoto, A.; Sada, K.; Miyata, M. Chem. Commun. 2001, 2004-2005 and references therein.
63. Matsumoto, A. Top. Curr. Chem. 2005, 254, 263-305
64. Nishizawa, N.; Furukawa, D.; Kobatake, S.; Matsumoto, A. Cryst. Growth Des. 2010, 10, 3203-3210
65. Sonoda, Y.; Kawanishi, Y.; Tsuzuki, S.; Goto, M. J. Org. Chem. 2005, 70, 9755-9763
66. Sandros, K.; Sundhal, M.; Wennerström, O.; Norinder, U. J. Am. Chem. Soc. 1990, 112, 3082
67. Ciorba, S.; Galiazzo, G.; Mazzucato, U.; Spalletti, A. J. Phys. Chem. A 2010, 114, 10761-10768
68. Bartocci, G.; Ciorba, S.; Mazzucato, U.; Spalletti, A. J. Phys. Chem. A 2009, 113, 8557-8568 and previous papers in this series.
69. Allen, M. T.; Miola, L.; Whitten, D. G. J. Phys. Chem. 1987, 91, 6099-6102
70. For a comprehensive critical review of spectroscopic literature through 1989 see ref 2.
71. Itoh, T.; Kohler, B. E. J. Phys. Chem. 1988, 92, 1807-1813
72. Itoh, T. Chem. Phys. Lett. 2001, 342, 550-554
73. Heimbrook, L. A.; Kohler, B. E.; Spiglianin, T. A. Proc. Natl. Acad. Sci. U.S.A. 1983, 80, 4580-4584
74. Shepanski, J. F.; Keelan, B. W.; Zewail, A. H. Chem. Phys. Lett. 1983, 103, 9-14
75. Horwitz, J. S.; Kohler, B. E.; Spiglanin, T. A. J. Chem. Phys. 1985, 83, 2186-2190
76. Amirav, A.; Sonnenschein, M.; Jortner, J. Chem. Phys. 1986, 102, 305-312
77. Hudson, B. S.; Kohler, B. E. J. Chem. Phys. 1973, 59, 4984-5002
78. Sklar, L. A.; Hudson, B. S.; Petersen, M.; Diamond, J. Biochemistry 1977, 16, 813-818
79. Birks, J. B.; Dyson, D. J. Proc. R. Soc. London, Ser. A 1963, 275, 135-148
80. Strickler, S. J.; Berg, R. A. J. Chem. Phys. 1963, 37, 814-822
81. Yee, W. A.; Horwitz, J. S.; Goldbeck, R. A.; Einterz, C. M.; Kliger, D. S. J. Phys. Chem. 1983, 87, 380-382
82. Weiss, R. M.; Warshel, A. J. Am. Chem. Soc. 1979, 101, 6131-6133
83. Saltiel, J.; Waller, A. S.; Sears, D. F., Jr. J. Am. Chem. Soc. 1993, 115, 2453-2465
84. Saltiel, J.; Waller, A. S.; Sears, D. F., Jr.; Garrett, C. Z. J. Phys. Chem. 1993, 97, 2516-2522
85. Syage, J. A.; Lambert, W. R.; Felker, P. M.; Zewail, A. H.; Hochstrasser, R. M. Chem. Phys. Lett. 1982, 88, 266-270
86. Syage, J. A.; Felker, P. M.; Zewail, A. H. J. Chem. Phys. 1984, 81, 4706-4723
87. Felker, P. M.; Zewail, A. H. J. Chem. Phys. 1985, 89, 5402-5411
88. Majors, T. J.; Even, U.; Jortner, J. J. Chem. Phys. 1984, 81, 2330-2338
89. Hohlneicher, G.; Dick, B. J. Photochem. 1984, 27, 215-231
90. Troe, J.; Weitzel, K. M. J. Chem. Phys. 1988, 68, 7030-7039