Excited-state proton transfer in 7-hydroxy-4-methylcoumarin along a hydrogen-bonded water wire

Journal of Physical Chemistry A

Volumn 111, Issue 1, 2007, Pages 127-135

  Georgieva, Ivelina ^a   Trendafilova, Natasha ^a   Aquino, Adélia J A ^b   Lischka, Hans ^b  

^a INSTITUTE OF GENERAL AND INORGANIC CHEMISTRY   (Bulgaria)

^b UNIVERSITY OF VIENNA   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

CARRIER CONCENTRATION; CHROMOPHORES; ELECTRONIC STRUCTURE; HYDROGEN BONDS; MOLECULAR STRUCTURE; POTENTIAL ENERGY; PROTONS;

EXCITED-STATE PROTON TRANSFER; PROTON ACCEPTORS;

ORGANIC COMPOUNDS;

EID: 84962436638     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp0662202     Document Type: Article

References (70)

1. Balamurali, M. M.; Dogra, S. K. Chem. Phys. 2004, 305, 95, and references therein.
2. Ingham, K. C.; Abu-Elgheit, M.; El-Bayoumi, M. A. J. Am. Chem. Soc. 1971, 93, 5023.
3. Bardez, E.; Chatelain, A.; Larrey, B.; Valeur, B. J. Phys. Chem. 1994, 98, 2357.
4. Bardez, E.; Boutin, P.; Valeur, B. Chem. Phys. Lett. 1992, 191, 142.
5. Lee, S. I.; Jang, D. J. J. Phys. Chem. 1995, 99, 7537.
6. Kim, T. G.; Lee, S. I.; Jang, D.; Kim, Y. J. Phys. Chem. 1995, 99, 12698.
7. Itoh, M.; Adachi, T.; Tokumura, K. J. Am. Chem. Soc. 1984, 106, 850.
8. Nakagawa, T.; Kohtani, S.; Itoh, M. J. Am. Chem. Soc. 1995, 117, 7952.
9. Li, Q.-S.; Fang, W.-H. Chem. Phys. Lett. 2003, 367, 637.
10. (a) Tanner, C.; Manca, C.; Leutwyler, S. Science 2003, 302, 1736.
11. (b) Tanner, C.; Manca, C.; Leutwyler, S. J. Chem. Phys. 2005, 122, 204326.
12. (c) Manca, C.; Tanner, C.; Leutwyler, S. Int. Rev. Phys. Chem. 2005, 24, 1.
13. Seixas de Melo, J. S.; Becker, R. S.; Macanita, A. L. J. Phys. Chem. 1994, 98, 6054.
14. Pavlopoulos; T. G. IEEE J. Quantum Electron. 1973, 9 (5), 510.
15. Zinsli, P. E. J. Photochem. 1974/75, 3, 55.
16. Schulman, S. G.; Rosenberg, L. J. Phys. Chem. 1979, 83 (4), 447.
17. Moriya, T. Bull. Chem. Soc. Jpn. 1983, 56, 6.
18. Moriya, T. Bull. Chem. Soc. Jpn. 1988, 61, 1873.
19. (a) Seixas de Melo, J.; Fernandes, P. F. J. Mol. Struct. 2001, 565-566, 69.
20. (b) McCarthy, P. K.; Blanchard, G. J. J. Phys. Chem. 1993, 97, 12205.
21. Georgieva, I.; Trendafilova, N.; Aquino, A. J. A.; Lischka, H. J. Phys. Chem. A 2005, 109, 11860.
22. Jones, G., II; Jimenez, J. A. C. J. Photochem. Photobiol., B 2001, 65, 5.
23. Nielsen, B. E. Coumarins Patterns in the Umbrelliferae. In The Biology and Chemistry of the Umbrelliferae; Heywood, V. H., Ed.; Academic Press: London, 1971; p 325.
24. Kam, C. M.; Kerrigan, J. E.; Plaskon, R. R.; Duffy, E. J.; Lollar, P.; Suddath, F. L.; Powers, J. C. J. Med. Chem. 1994, 37, 1298.
25. Yamada, Y.; Okamoto, M.; Kikuzaki, H.; Nakatani, N. Biosci. Biotechnol. Biochem. 1997, 61, 740.
26. (a) Rosskopt, F.; Kraus, J.; Franz, G. Pharmazie 1992, 47, 139.
27. (b) McCulloch, P.; George, W. D. Br. J. Cancer 1989, 59, 179.
28. Lazarova, G.; Kostova, I.; Neychev, H. Fitoterapia 1993, 64, 134.
29. Matolcsy, G.; Nadasy, M.; Andriska, V. Pesticide Chemistry; Studies in Environmental Science; Elsevier: Budapest, 1988; p 32.
30. Nakashima, M.; Sousa, J. A.; Clapp, R. C. Nat. Phys. Sci. 1972, 235, 16.
31. Abdel-Mottaleb, M. S. A.; El-Sayed, B. A.; Abo-Aly, M. M.; El-Kady, M. Y. J. Photochem. Photobiol, A 1989, 46, 379.
32. Balter, A.; Rolinski, O. Z. Naturforsh. 1984, 39A, 1035.
33. Manca, C.; Tanner, C.; Coussan, S.; Bach, A. J. Chem. Phys. 2004, 121, 2578.
34. Lahmani, F.; Douhal, A.; Breheret, E.; Zehnacker-Rentien, A. Chem. Phys. Lett. 1994, 220, 235.
35. Bach, A.; Leutwyler, S. Chem. Phys. Lett. 1999, 299, 381.
36. Bach, A.; Coussan, S.; Müller, A.; Leutwyler, S. J. Chem. Phys. 2000, 112, 1192.
37. Bach, A.; Leutwyler, S. J. Chem. Phys. 2000, 112, 560.
38. Coussan, S.; Bach, A.; Leutwyler, S. J. Phys. Chem. A 2000, 104, 9864.
39. Coussan, S.; Meuwly, M.; Leutwyler, S. J. Chem. Phys. 2001, 114, 3524.
40. Bach, A.; Tanner, C.; Manca, C.; Frey, H.-M.; Leutwyler, S. J. Chem. Phys. 2003, 119, 5933.
41. Coussan, S.; Manca, C.; Tanner, C.; Bach, A.; Leutwyler, S. J. Chem. Phys. 2003, 119, 3774.
42. Sobolewski, A. L.; Domcke, W. J. Phys. Chem. A 1999, 103, 4494.
43. Sobolewski, A. L.; Domcke, W. Chem. Phys. 2000, 259, 181.
44. Sobolewski, A. L.; Domcke, W. J. Phys. Chem. A 2001, 105, 9275.
45. Sobolewski, A. L.; Domcke, W.; Dedonder-Lardeux, C.; Jouvet, C. Phys. Chem. Chem. Phys. 2002, 4, 1093.
46. Furche, F.; Ahlrichs, R. J. Chem. Phys. 2002, 117, 7433.
47. Bauernschmitt, R.; Ahlrichs, R. Chem. Phys. Lett. 1996, 256, 454.
48. Bauernschmitt, R.; Häser, M.; Treutler, O.; Ahlrichs, R. Chem. Phys. Lett. 1997, 264, 573.
49. Sobolewski A. L.; Domcke W. Phys. Chem. Chem. Phys. 1999, 1, 3065.
50. Christiansen, O.; Koch, H.; Jørgensen, P. Chem. Phys. Lett. 1995, 243, 409.
51. Hättig, C. J. Chem. Phys. 2003, 118, 7751.
52. Aquino, A. J. A.; Lischka, H.; Hättig C. J. Phys. Chem. A 2005, 109, 3201.
53. Ahlrichs, R.; Bär, M.; Häser, M.; Hörn, H.; Kölmel, C. Chem. Phys. Lett. 1989, 162, 165.
54. Köhn, A.; Hättig, C. J. Chem. Phys. 2003, 119, 5021.
55. Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
56. Weigend, F.; Häser, M.; Patzelt, H.; Ahlrich, R. Chem. Phys. Lett. 1998, 294, 143.
57. Schäfer, A.; Hörn, H.; Ahlrichs, R. J. Chem. Phys. 1992, 97, 2571.
58. Boys, S. F.; Bernardi, F. Mol. Phys. 1970, 19, 553.
59. van Duijneveldt, F. B.; van Duijneveldt-van de Rijdt, J. G. C. M.; van Lenthe, J. H. Chem. Rev. 1994, 94, 1873.
60. Valiron, P.; Mayer, I. Chem. Phys. Lett. 1997, 275, 46.
61. Xantheas, S. S. J. Chem. Phys. 1996, 104, 8821
62. Miertus, S.; Scrocco, E.; Tomasi, J. Chem. Phys. 1981, 55, 117.
63. Miertus, S.; Tomasi, J. Chem. Phys. 1982, 65, 239.
64. Cossi, M.; Barone, V.; Cammi, R.; Tomasi, J. Chem. Phys. Lett. 1996, 255, 327.
65. Gaussian 03, Revision C.02. References cited in www.gaussian.com.
66. (a) Read, A. E.; Curtiss, L. A.; Weinhold, F. Chem. Rev. 1988, 88, 899.
67. (b) Carpenter, J. E.; Weinhold, F. J. Mol. Struct. (THEOCHEM) 1988, 169, 41.
68. Georgieva, I.; Mihaylov, Tz.; Bauer, G.; Trendafilova, N. Chem. Phys. 2004, 300, 119.
69. Bach, A.; Coussan, S.; Müller, A.; Leutwyler, S. J. Chem. Phys. 2000, 113, 9032.
70. Domcke, W.; Sobolewski, A. L. Science 2003, 302, 1693.