A DFT-based comparative study on the excited states intramolecular proton transfer in 1-hydroxy-2-naphthaldehyde and 2-hydroxy-3-naphthaldehyde

Journal of Molecular Structure: THEOCHEM

Volumn 807, Issue 1-3, 2007, Pages 33-41

  Prasad De, Sankar ^a   Ash, Sankarlal ^a   Dalai, Sudipta ^a   Misra, Ajay ^a  

^a VIDYASAGAR UNIVERSITY   (India)

Author keywords

1 Hydroxy 2 naphthaldehyde; 2 Hydroxy 3 naphthaldehyde; B3LYP; DFT; Excited state intramolecular proton transfer; Ground state intramolecular proton transfer; Potential energy

Indexed keywords

EID: 33847160807     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.theochem.2006.12.010     Document Type: Article

References (65)

1. Chou P.T., MxMorrow D., Aartsma T.J., and Kasha M. J. Phys. Chem. 88 (1984) 4596
2. Catalan J., Paz J.L., Valle J.C.D., and Kasha M. J. Phys. Chem. A 198 (1997) 5284
3. Keck J., Roessler M., Schroeder C., Stueber G.J., Waiblinger F., Stein M., Legourrierec D., Kramer H.E.A., Hoier H., Henkel S., Fischer P., Port H., Hirsch T., Tytz G., and Hayoz P. J. Phys. Chem. A 102 (1998) 6975
4. Martinej M.L., Cooper W.C., and Chou T.T. Chem. Phys. Lett. 193 (1992) 151
5. Munn R.W. Chem. Br. (1989) 517
6. Sytnik A., and Kasha M. Proc. Natl. Acad. Sci. USA 80 (1980) 8627
7. Catalan J., Valle J.C., Palomar J., Diaz C., and Paz J.L.G. J. Phys. Chem. A 103 (1999) 10921
8. Nishiya T., Yamauchi S., Hirota N., Fufiwara Y., and Itah M. J. Am. Chem. Soc. 108 (1986) 3880
9. Lu C., Hsieh R.M., Lee L.R., and Cheng P.Y. Chem. Phys. Lett. 310 (1999) 103
10. Organero J.A., Moreno M., Santos L., Lluch J.M., and Douhal A. Chem. Phys. Lett. 328 (2000) 83
11. Organero J.A., Moreno M., Santos L., Lluch J.M., and Douhal A. J. Phys. Chem. A 104 (2000) 8424
12. Maheshwari S., Chowdhury A., Sathyamurthy N., Mishra H., Tripathi H.B., Panda M., and Chandrasekhar J. J. Phys. Chem. A 103 (1999) 6257
13. Catalan J., Palomar J., and Paz J.L.G. J. Phys. Chem. A 101 (1997) 7914
14. Nagaoka S., Shinde Y., Mukal K., and Nagashima U. J. Phys. Chem. A 101 (1997) 3061
15. Orton E., Morgan M.A., and Pimentel G.C. J. Phys. Chem. 94 (1990) 7936
16. Chou P.T., Martinez M.L., and Studer S.L. J. Phys. Chem. 95 (1991) 10306
17. Vargas V., and Amigo L. J. Chem. Soc., Perkin Trans. 2 (2001) 1124
18. Antonov L., Fabian W.M.F., Nedltcheva D., and Kamounah F.S. J. Chem. Soc., Perkin Trans. 2 (2000) 1173
19. Alarcon S.H., Olivieri A.C., Sanz D., Claramunt R.M., and Elguero J. J. Mol. Struct. 705 (2004) 1
20. Starzomska I.K., Filarowski A., Rospenk M., Koll A., and Mlikova S. J. Phys. Chem. A 108 (2004) 2131
21. Weller A. Z. Elektrochem. 60 (1956) 1144
22. Weller A. Prog. React. Kinet. 1 (1961) 187
23. Lahmani F., and Zehnacker-Rentien A. J. Phys. Chem. A 101 (1997) 6141
24. Gormin D., Sytnik A., and Kasha M. J. Phys. Chem. A 101 (1997) 672
25. McGarry P.F., Jockusch S., Fujiwara Y., Kaprinidis N.A., and Turro N.J. J. Phys. Chem. A 101 (1977) 764
26. Guallar V., Moreno M., Lluch J.M., Amat-Guerri F., and Douhal A. J. Phys. Chem. 100 (1996) 19789
27. Keck J., Kramer H.E.A., Port H., Hirsch T., Fischer P., and Rytz G. J. Phys. Chem. 100 (1996) 14468
28. Parsapour F., and Kelley D.F. J. Phys. Chem. 100 (1996) 2791
29. Tarkka R.M., and Jenekhe S.A. Chem. Phys. Lett. 260 (1996) 533
30. Zhang H., van der Meulen P., and Glasbeek M. Chem. Phys. Lett. 253 (1996) 97
31. Mitra S., Das R., Bhattacharyya S.P., and Mukherjee S. J. Phys. Chem. A 101 (1997) 293
32. Yi P.G., Liang Y.H., and Cao C.Z. Chem. Phys. 315 (2005) 297
33. Nagaoka S., and Nagashima U. J. Phys. Chem. 94 (1990) 1425
34. Nagaoka S., and Nagashima U. Chem. Phys. 136 (1989) 153
35. Verner M.V., and Scheiner S. J. Phys. Chem. 99 (1995) 642
36. Sobolewski A.L., and Domcke W. Chem. Phys. 184 (1994) 115
37. Catalan J., Palomar J., and De Paz J.L.G. J. Phys. Chem. A 101 (1997) 7914
38. Law K.-Y., and Shoham J. J. Phys. Chem. 98 (1994) 3114
39. Law K.-Y., and Shoham J. J. Phys. Chem. 99 (1995) 12103
40. Acuna A.U., Toribio F., Amat-Guerri F., and Catalan J. J. Photochem. 30 (1985) 339
41. Toribio F., Catalan J., Amat F., and Acuna A.U. J. Phys. Chem. 87 (1983) 817
42. Acuna A.U., Amat-Guerri F., Catalan J., and Gonzalez-Tablas F. J. Phys. Chem. 84 (1980) 629
43. Goodman J., and Brus L.E. J. Am. Chem. Soc. 100 (1978) 7472
44. Smith K.K., and Kaufmann K.J. J. Phys. Chem. 82 (1978) 2286
45. Nagaoka S., Hirota N., Sumitani M., and Yoshihara K. J. Am. Chem. Soc. 105 (1983) 4220
46. Nishiya T., Yamauchi S., Hirota N., Baba M., and Hanazaki I. J. Phys. Chem. 90 (1986) 5730
47. Peteanu L.A., and Mathies R.A. J. Phys. Chem. 96 (1992) 6910
48. Morgan M.A., Orton E., and Pimentel G.C. J. Phys. Chem. 94 (1990) 7927
49. Nagaoka S., Hirota N., Sumitani M., Yoshihara K., Lipezynska-Kochany E., and Iwamura H. J. Am. Chem. Soc. 106 (1984) 6913
50. Nagaoka S., Nagashima U., Ohta N., Fujita M., and Takemura T. J. Phys. Chem. 92 (1988) 166
51. Catalan J., Toribio F., and Acuna A.U. J. Phys. Chem. 86 (1982) 303
52. Bergmann E.D., Hirshberg Y., and Pinchas S. J. Chem. Soc. (1950) 2351
53. Naboikin U.V., and Zadorozhnyi B.A. E.N. Pavlova Opt. Spectrosc.(Eng. Transl.) 6 (1959) 312
54. Catalán J., del Valle J.C., Palomar J., Di'az C., and de Paz J.L.G. J. Phys. Chem. A 103 (1999) 10921
55. Tobita S., Yamamoto M., Kurahayashi N., Tsukagoshi R., Nakamura Y., and Shizuka H. J. Phys. Chem. A 102 (1998) 5206
56. Wu K.C., Cheng Y.M., Lin Y.S., Yeh Y.S., Pu S.C., Hu Y.H., Yu J.K., and Che P.T. Chem. Phys. Lett. 384 (2004) 203
57. Bouchy A., Rinaldi D., and Rivail J.-L. Int. J. Quant. Chem. 96 (2004) 273
58. Dreuw A., and Head-Gordon M. Chem. Rev. 105 (2005) 4009
59. Becke A.D. J. Chem. Phys. 98 (1993) 5648
60. Lee C., Yang W., and Parr R.G. Phys. Rev. B 37 (1988) 785
61. Barone V., and Adamo C. J. Phys. Chem. 99 (1995) 15062
62. Gaussian 03, Revision C.02, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian Inc., Wallingford CT, 2004.
63. Hunsberger I.M. J. Am. Chem. Soc. 72 (1950) 5626
64. Sobolewski A.L., and Domcke W. Chem. Phys. 232 (1998) 257
65. Maheshwari S., Chowdhury A., Sathyamurthy N., Mishra H., Tripathi H.B., Panda M., and Chandrasekhar J. J. Phys. Chem. A 103 (1999) 6257