Excited-state double-proton transfer in the 7-azaindole dimer in the gas phase. Resolution of the stepwise versus concerted mechanism controversy and a new paradigm

Bulletin of the Chemical Society of Japan

Volumn 79, Issue 3, 2006, Pages 373-385

  Sekiya, Hiroshi ^a   Sakota, Kenji ^a  

^a KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE TRANSFER; DNA; ELECTRON ENERGY LEVELS; EXCITONS; HYDROGEN BONDS; PROTONS; SPECTRUM ANALYSIS;

FLUORESCENCE SPECTRA; GAS PHASE; PROTON TRANSFER; QUANTUM EFFECTS;

DIMERS;

7 AZAINDOLE; INDOLE DERIVATIVE; ISOTOPE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL INTERACTION; CHEMICAL REACTION; CHEMICAL STRUCTURE; DIMERIZATION; FLUORESCENCE SPECTROSCOPY; GAS ANALYSIS; KINETICS; PROTON TRANSPORT; ULTRAVIOLET SPECTROSCOPY;

EID: 33746883788     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.79.373     Document Type: Article

References (79)

1. M. L. Bender, Mechanism of Homogeneous Catalysis from Proteins to Proteins, John & Wiley and Sons, New York, 1971.
2. R. P. Bell, The Tunneling Effect in Chemistry, Chapman and Hall, New York, 1980.
3. Special issue on Photoinduced Proton Transfer in Chemistry, Biology, and Physics, J. Phys. Chem. 1991, 95.
4. Proton Transfer in Hydrogen-Bonded Systems, ed. by T. Buntis, Plenum Press, New York and London, 1992.
5. A. Douhal, F. Lahmani, A. H. Zewail, Chem. Phys. 1996, 207, 477.
6. Atom Tunneling Phenomena in Physics, Chemistry, and Biology, ed. by T. Miyazaki, Springer, Berlin, 2004.
7. T. Carrington, W. H. Miller, J. Chem. Phys. 1986, 84, 4364.
8. W. Siebrand, Z. Smedarchina, M. Z. Zgierski, A. Fernándes-Ramos, Int. Rev. Phys. Chem. 1999, 18, 5.
9. H. Sekiya, Y. Nagashima, Y. Nishimura, J. Chem. Phys. 1990, 92, 5761.
10. K. Nishi, H. Sekiya, H. Kawakami, A. Mori, Y. Nishimura, J. Chem. Phys. 1999, 111, 3961.
11. R. R. Sadeghi, H. P. Cheng, J. Chem. Phys. 1999, 111, 2086.
12. R. Pomes, B. Roux, Biophys. J. 1996, 71, 19.
13. Y. Matsumoto, T. Ebata, N. Mikami, J. Phys. Chem. A 2002, 106, 5591.
14. Z. Smedarchina, W. Siebrand, A. Fernández-Ramos, Q. Cui, J. Am. Chem. Soc. 2003, 125, 243.
15. C. Tanner, C. Manca, S. Leutweyler, Science 2003, 302, 1736.
16. J. D. Watson, F. H. C. Crick, Nature 1953, 171, 737.
17. P.-O. Löwdin, Rev. Mol. Phys. 1963, 35, 724.
18. C. A. Taylor, M. A. El-Bayoumi, M. Kasha, Proc. Natl. Acad. Sci. U.S.A. 1969, 63, 253.
19. K. C. Ingham, M. Abu-Elgheit, M. A. El-Bayoumi, J. Am. Chem. Soc. 1971, 93, 5023.
20. K. C. Ingham, M. A. El-Bayoumi, J. Am. Chem. Soc. 1974, 96, 1674.
21. W. M. Hetherrington, III, R. H. Micheels, K. B. Eisenthal, Chem. Phys. Lett. 1979, 66, 230.
22. H. Bulska, A. Chodkowska, J. Am. Chem. Soc. 1980, 102, 3259.
23. H. Bulska, A. Grabowski, B. Pakula, J. Sepiol, J. Waluk, U. P. Wild, J. Lumin. 1984, 29, 65.
24. K. Tokumura, Y. Watanabe, M. Itoh, Chem. Phys. Lett. 1984, 111, 379.
25. K. Tokumura, Y. Watanabe, M. Udagawa, M. Itoh, J. Am. Chem. Soc. 1987, 109, 1346.
26. P. Share, M. Pereira, M. Sarisky, S. Repinec, R. M. Hochstrasser, J. Lumin. 1991, 48/49, 204.
27. Y. Chen, R. L. Rich, F. Gai, J. W. Petrich, J. Phys. Chem. 1993, 97, 1770.
28. J. Waluk, Acc. Chem. Res. 2003, 36, 832.
29. J. Catalán, P. Perez, J. C. del Valle, J. L. G. de Paz, M. Kasha, Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 419.
30. S. Takeuchi, T. Tahara, Chem. Phys. Lett. 1997, 277, 340.
31. S. Takeuchi, T. Tahara, J. Phys. Chem. A 1998, 102, 7740.
32. S. Takeuchi, T. Tahara, Chem. Phys. Lett. 2001, 347, 108.
33. M. Chachisvilis, T. Fiebig, A. Douhal, A. H. Zewail, J. Phys. Chem. A 1998, 102, 669.
34. T. Fiebig, M. Chachisvilis, M. Manger, A. H. Zewail, A. Douhal, I. Garcia-Ochoa, A. de La Hoz Ayuso, J. Phys. Chem. A 1999, 103, 7419.
35. K. Fuke, H. Yoshiuchi, K. Kaya, J. Phys. Chem. 1984, 88, 5840.
36. K. Fuke, K. Kaya, J. Phys. Chem. 1989, 93, 614.
37. A. Douhal, S. K. Kim, A. H. Zewail, Nature 1995, 378, 260.
38. R. Lopez-Martens, P. Long, D. Solgadi, B. Soep, J. Syage, P. Millie, Chem. Phys. Lett. 1997, 273, 219.
39. D. E. Folmer, L. Poth, E. S. Wisniewski, A. W. Castleman, Jr., Chem. Phys. Lett. 1998, 287, 1.
40. D. E. Folmer, E. S. Wisniewski, A. W. Castleman, Jr., Chem. Phys. Lett. 2000, 318, 637.
41. D. E. Folmer, E. S. Wisniewski, S. M. Hurley, A. W. Castleman, Jr., Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 12980.
42. K. Sakota, A. Hara, H. Sekiya, Phys. Chem. Chem. Phys. 2004, 6, 32.
43. K. Sakota, H. Sekiya, J. Phys. Chem. A 2005, 109, 2718.
44. K. Sakota, H. Sekiya, J. Phys. Chem. A 2005, 109, 2722.
45. K. Sakota, C. Okabe, N. Nishi, H. Sekiya, J. Phys. Chem. A 2005, 109, 5245.
46. A. Nakajima, M. Hirano, R. Hasumi, K. Kaya, H. Watanabe, C. C. Carter, J. M. Williamson, T. A. Miller, J. Phys. Chem. A 1997, 101, 392.
47. H. Yokoyama, H. Watanabe, T. Omi, S. Ishiuchi, M. Fujii, J. Phys. Chem. A 2001, 105, 9366.
48. A. Douhal, M. Moreno, J. M. Lluch, Chem. Phys. Lett. 2000, 324, 75.
49. A. Douhal, M. Moreno, J. M. Lluch, Chem. Phys. Lett. 2000, 324, 81.
50. M. Moreno, A. Douhal, J. M. Lluch, J. Phys. Chem. A 2001, 105, 3887.
51. J. Catalán, J. C. del Valle, M. Kasha, Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 8338.
52. J. Catalán, J. C. del Valle, M. Kasha, Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 5799.
53. J. Catalán, J. C. del Valle, M. Kasha, Chem. Phys. Lett. 2000, 318, 629.
54. J. C. del Valle, M. Kasha, J. Catalán, Int. J. Quantum Chem. 2000, 77, 118.
55. L. Serrano-Andres, M. Merchan, A. C. Borin, J. Stalring, Int. J. Quantum Chem. 2001, 84, 181.
56. S. Mente, M. Maroncelli, J. Phys. Chem. A 1998, 102, 3860.
57. V. Guallar, V. S. Batista, W. H. Miller, J. Chem. Phys. 1999, 110, 9922.
58. J. R. Van Hise, Mol. Phys. 2001, 99, 1347.
59. H.-Y. Chen, I. Chao, ChemPhysChem. 2004, 5, 1855.
60. K. Iwahashi, N. Yamamoto, T. Fukuchi, J. Furusawa, H. Sekiya, Chem. Phys. 2001, 270, 333.
61. K. Nishi, H. Sekiya, T. Mochida, T. Sugawara, Y. Nishimura, J. Chem. Phys. 2000, 112, 5002.
62. K. Sakota, K. Nishi, K. Ohashi, H. Sekiya, Chem. Phys. Lett. 2000, 322, 407.
63. K. Nakabayashi, S. Kamo, H. Sakuragi, N. Nishi, J. Phys. Chem. A 2001, 105, 8605.
64. C. Okabe, K. Nakabayashi, N. Nishi, H. Sekiya, J. Chem. Phys. 2004, 121, 9436.
65. J. Frenkel, Phys. Z. Sowjetunion 1936, 9, 158.
66. R. L. Fulton, M. Gouterman, J. Chem. Phys. 1961, 35, 1059.
67. R. L. Fulton, M. Gouterman, J. Chem. Phys. 1964, 41, 2280.
68. E. G. McRae, W. Siebrand, J. Chem. Phys. 1964, 41, 905.
69. T. Förster, Delocalization Excitation and Excitation Transfer, in Modern Quantum Chemistry, ed. by O. Sinanoglu, Academic Press, New York, 1965, Vol. III.
70. N. Kanamaru, J. Mol. Spectrosc. 2004, 225, 55.
71. A. Hara, Y. Komoto, K. Sakota, R. Miyoshi, Y. Inokuchi, K. Ohashi, K. Kubo, E. Yamamoto, A. Mori, N. Nishi, H. Sekiya, J. Phys. Chem. A 2004, 108, 10789.
72. Y. Komoto, K. Sakota, H. Sekiya, Chem. Phys. Lett. 2005, 406, 15.
73. A. Held, D. W. Pratt, J. Am. Chem. Soc. 1990, 112, 8629.
74. A. Held, D. W. Pratt, J. Chem. Phys. 1992, 96, 4869.
75. A. Muller, F. Talbot, S. Leutwyler, J. Chem. Phys. 2002, 116, 2836.
76. C. A. Southern, D. H. Levy, J. A. Stearns, G. M. Florio, A. Longarte, T. S. Zwier, J. Phys. Chem. A 2004, 108, 4599.
77. K. Fuke, T. Yabe, N. Chiba, T. Kohida, K. Kaya, J. Phys. Chem. 1986, 90, 2309.
78. K. Fuke, K. Tsukamoto, F. Misaizu, K. Kaya, J. Chem. Phys. 1991, 95, 4074.
79. O. Mó, M. Yáňez, J. E. Del Bene, I. Alkorta, J. Elguero, ChemPhysChem. 2005, 6, 1411, and references therein.