Radiationless decay mechanism of cytosine: An ab initio study with comparisons to the fluorescent analogue 5-methyl-2-pyrimidinone

Journal of Physical Chemistry A

Volumn 111, Issue 14, 2007, Pages 2650-2661

  Kistler, Kurt A ^a   Matsika, Spiridoula ^a  

^a Temple University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BRIGHT STATE; FRANCK-CONDON REGIONS; PYRIMIDINONE; SOFA DISTORTION; TAUTOMERS;

CONFORMATIONS; DECAY (ORGANIC); EXCITATION ENERGY; FLUORESCENCE; GROUND STATE; PHOTOEXCITATION; POTENTIAL ENERGY;

AMINO ACIDS;

5 METHYL 2 PYRIMIDINONE; 5-METHYL-2-PYRIMIDINONE; CYTOSINE; PYRIMIDINONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; COMPARATIVE STUDY; FLUORESCENCE; PHOTOCHEMISTRY;

CYTOSINE; FLUORESCENCE; MODELS, CHEMICAL; MOLECULAR STRUCTURE; PHOTOCHEMISTRY; PYRIMIDINONES;

EID: 34248149537     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp0663661     Document Type: Article

References (65)

1. Crespo-Hernandez, C. E.; Cohen, B.; Hare, P. M.; Kohler, B. Chem. Rev. 2004, 104, 1977.
2. Pecourt, J.-M. L.; Peon, J.; Kohler, B. J. Am. Chem. Soc. 2001, 123, 10370.
3. Peon, J.; Zewail, A. H. Chem. Phys. Lett. 2001, 348, 255.
4. Kang, H.; Lee, K. T.; Jung, B.; Ko, Y. J.; Kim, S. K. J. Am. Chem. Soc. 2002, 124, 12958.
5. Malone, R. J.; Miller, A. M.; Kohler, B. Photochem. Photobiol. 2003, 77, 158.
6. Klessinger, M.; Michl, J. Excited States and Photochemistry of Organic Molecules; VCH Publishers, Inc.: Cambridge, U.K., 1995.
7. Ismail, N.; Blancafort, L.; Olivucci, M.; Kohler, B.; Robb, M. J. Am. Chem. Soc. 2002, 124, 6818.
8. Merchán, M.; Serrano-Andrés, L. J. Am. Chem. Soc. 2003, 125, 8108.
9. Merchán, M.; Serrano-Andrés, L.; Robb, M.; Blancafort, L. J. Am. Chem. Soc. 2005, 127, 1820.
10. Sobolewski, A. L.; Domcke, W. Phys. Chem. Chem. Phys. 2004, 6, 2763.
11. Tomić, K.; Jörg, T.; Marian, C. M. J. Phys. Chem. A 2005, 109, 8410.
12. Zgierski, M. Z.; Patchkovskii, S.; Fujiwara, T.; Lim, E. C. J. Phys. Chem A 2005, 109, 9384.
13. Zgierski, M. Z.; Patchkovskii, S.; Lim, E. C. J. Chem. Phys. 2005, 123, 081101.
14. Blancafort, L.; Robb, M. A. J. Phys. Chem. A 2004, 108, 10609.
15. Sobolewski, A. L.; Domcke, W. Eur. Phys. J. D 2002, 20, 369.
16. Perun, S.; Sobolewski, A. L.; Domcke, W. J. Am. Chem. Soc. 2005, 127, 6257.
17. Marian, C. M. J. Chem. Phys. 2005, 122, 104314.
18. Chen, H.; Li, S. J. Phys. Chem. A 2005, 109, 8443.
19. Matsika, S. J. Phys. Chem A 2005, 109, 7538.
20. Matsika, S. J. Phys. Chem. A 2004, 108, 7584.
21. Gustavsson, T.; Bányász, A.; Lazzarotto, E.; Markovitsi, D.; Scalmani, G.; Frisch, M. J.; Barone, V.; Improta, R. J. Am. Chem. Soc. 2006, 128, 607.
22. Perun, S.; Sobolewski, A. L.; Domcke, W. Chem. Phys. 2005, 313, 107.
23. Nielsen, S. B.; Sølling, T. I. ChemPhysChem 2005, 6, 1276.
24. Blancafort, L. J. Am. Chem. Soc. 2006, 128, 210.
25. Perun, S.; Sobolewski, A. L.; Domcke, W. J. Phys. Chem A 2006, 110, 13238.
26. Serrano-Andrés, L.; Merchán, M.; Borin, A. C. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 8691.
27. Rist, M. J.; Marino, J. P. Curr. Org. Chem. 2002, 6, 775.
28. Kistler, K. A.; Matsika, S. Photochem. Photobiol. 2007, in press.
29. Kasha, M. Discuss. Faraday Soc. 1950, 9, 14.
30. Fülscher, M. P.; Roos, B. O. J. Am. Chem. Soc. 1995, 117, 2089.
31. Dunning, T. H. J. Chem. Phys. 1989, 90, 1007.
32. Császár, P.; Pulay, P. J. Mol. Struct. 1984, 114, 31.
33. Lischka, H.; Dallos, M.; Szalay, P. G.; Yarkony, D. R.; Shepard, R. J. Chem. Phys. 2004, 120, 7322.
34. Dallos, M.; Lischka, H.; Shepard, R.; Yarkony, D. R.; Szalay, P. G. J. Chem. Phys. 2004, 120, 7330.
35. Borden, W. T.; Davidson, E. R. Acc. Chem. Res. 1996, 29, 67.
36. Maksić, Z. B.; Barić, D.; Petanjek, I. J. Phys. Chem. A 2000, 104, 10873.
37. Jug, K.; Köster, A. M. J. Am. Chem. Soc. 1990, 112, 6772.
38. Kuwajima, S.; Soos, Z. G. J. Am. Chem. Soc. 1987, 109, 107.
39. Jhigalko, M. V.; Shishkin, O. V.; Gorb, L.; Leszczynski, J. J. Mol. Struct. 2004, 693, 153.
40. Lorentzon, J.; Fülscher, M. P.; Roos, B. O. J. Am. Chem. Soc. 1995, 117, 9265.
41. Fülscher, M. P.; Serrano-Andrés, L.; Roos, B. O. J. Am. Chem. Soc. 1997, 119, 6168.
42. Lischka, H.; Shepard, R.; Brown, F. B.; Shavitt, I. Int. J. Quantum Chem. 1981, 15, 91.
43. Lischka, H.; Shepard, R.; Pitzer, R. M.; Shavitt, I.; Dallos, M.; Müller, T.; Szalay, P. G.; Seth, M.; Kedziora, G. S.; Yabushita, S.; Zhang, Z. Phys. Chem. Chem. Phys. 2001, 3, 664.
44. Lischka, H.; Shepard, R.; Shavitt, I.; Pitzer, R. M.; Dallos, M.; Müller, T.; Szalay, P. G.; Brown, F. B.; Ahlrichs, R.; Böhm, H. J.; Chang, A.; Comeau, D. C.; Gdanitz, R.; Dachsel, H.; Ehrhardt, C.; Ernzerhof, M.; Höchtl, P.; Irle, S.; Kedziora, G.; Kovar, T.; Parasuk, V.; Pepper, M. J. M.; Scharf, P.; Schiffer, H.; Schindler, M.; Schüler, M.; Seth, M.; Stahlberg, E. A.; Zhao, J.-G.; Yabushita, S.; Zhang, Z. 2001.
45. Matsika, S.; Yarkony, D. R. J. Chem. Phys. 2002, 117, 6907.
46. Lischka, H.; Dallos, M.; Shepard, R. Mol. Phys. 2002, 100, 1647.
47. Schaftenaar, G.; Noordik, J. H. J. Comput.-Aided Mol. Des. 2000, 14, 123.
48. Petke, J. D.; Maggiora, G. M.; Christoffersen, R. E. J. Phys. Chem. 1992, 96, 6992.
49. Žaloudek, F.; Novros, J. S.; Clark, L. B. J. Am. Chem. Soc. 1985, 107, 7344.
50. Pulay, P.; Fogarasi, G.; Pongor, G.; Boggs, J. E.; Vargha, A. J. Am. Chem. Soc. 1983, 105, 7037.
51. Nir, E.; Miller, M.; Grace, L. I.; Vries, M. S. D. Chem. Phys. Lett. 2002, 355, 59.
52. Yarkony, D. R. J. Phys. Chem A 2001, 105, 6277.
53. Atchity, G. J.; Xantheas, S. S.; Ruedenberg, K. J. Chem. Phys. 1991, 95, 1862.
54. Ben-Nun, M.; Molnar, F.; Schulten, K.; Martinez, T. J. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 1769.
55. Köppel, H.; Domcke, W.; Cederbaum, L. S. Adv. Chem. Phys. 1984, 57, 59.
56. Domcke, W.; Stock, G. Adv. Chem. Res. 1997, 100, 1.
57. Yarkony, D. R. Acc. Chem. Res. 1998, 31, 511.
58. Conical Intersections: Electronic Structure, Dynamics & Spectroscopy; Domcke, W., Yarkony, D. R., Köppel, H., Eds.; World Scientific Publishing Co. Pte., Ltd.: Singapore, 2004; Vol. 15.
59. Lengsfield, B. H.; Yarkony, D. R. Nonadiabatic Interactions Between Potential Energy Surfaces: Theory and Applications. In State-Selected and State-to-State Ion-Molecule Reaction Dynamics, Part 2; Baer, M., Ng, C.-Y., Eds.; John Wiley & Sons, Inc.: New York, 1992; Vol. LXXXII, p 1.
60. Weingart, O.; Migani, A.; Olivucci, M.; Robb, M. A.; Buss, V.; Hunt, P. J. Phys. Chem. A 2004, 108, 4685.
61. Hunt, P. A.; Robb, M. A. J. Am. Chem. Soc. 2005, 127, 5720.
62. Billing, G. D.; Baer, M.; Mebel, A. M. Chem. Phys. Lett. 2003, 372, 1.
63. Baer, M.; Ve'rtesi, T.; Halász, G. J.; Vibók, Á.; Suhai, S. Faraday Discuss. 2004, 127, 337.
64. Ullrich, S.; Schultz, T.; Zgierski, M. Z.; Stolow, A. Phys. Chem. Chem. Phys. 2004, 6, 2796.
65. Canuel, C.; Mons, M.; Piuzzi, F.; Tardivel, B.; Dimicoli, I.; Elhanine, M. J. Chem. Phys. 2005, 122, 0743176.