Tautomerization and solvent effects on the absorption and emission properties of the Schiff base N,N'-bis(salicylidene)-p-phenylenediamine - A TDDFT study

Molecular Physics

Volumn 108, Issue 14, 2010, Pages 1817-1827

  Santhanamoorthi, N ^a   Senthilkumar, K ^a   Kolandaivel, P ^a  

^a BHARATHIAR UNIVERSITY   (India)

Author keywords

ab initio; computational chemistry; electronic structure; quantum chemistry

Indexed keywords

ABSORPTION; CONTINUUM MECHANICS; DENSITY FUNCTIONAL THEORY; ELECTRONIC PROPERTIES; ELECTRONIC STRUCTURE; EMISSION SPECTROSCOPY; FUNCTIONAL GROUPS; QUANTUM CHEMISTRY; QUANTUM THEORY; SOLVENTS;

AB INITIO; ABSORPTION AND EMISSION SPECTRA; EMISSION PROPERTIES; ENERGETIC PROPERTIES; EXPERIMENTAL DATA; P-PHENYLENE DIAMINES; POLARIZED CONTINUUM MODELS; SCHIFF-BASE; SOLVENT EFFECTS; SOLVENT ENVIRONMENTS; TAUTOMERIC FORMS; TAUTOMERIZATIONS; TIME DEPENDENT DENSITY FUNCTIONAL THEORY; VERTICAL EXCITATION ENERGY;

COMPUTATIONAL CHEMISTRY;

EID: 84962343948     PISSN: 00268976     EISSN: 13623028     Source Type: Journal    
DOI: 10.1080/00268976.2010.490796     Document Type: Article

References (48)

1. J.M. Lehn, Supramolecular Chemistry (VCH, Weinheim, 1995).
2. T. Sugawara and I. Takasu, Adv. Phys. Org. Chem. 32, 219 (1999).
3. E. Hadjoudis and I. Moustakali-Mavridis, Mol. Cryst. Liq. Cryst. 186, 31 (1990).
4. E. Hadjoudis, A. Rontoyianni, K. Ambroziak, T. Dziembowska and I.M. Mavridis, J. Photochem. Photobiol. A 162, 521 (2004).
5. Y. Zhang and Z.H. Lu, Mater. Chem. Phys. 63, 188 (2000).
6. F.L. Carter, ed., Molecular Electronic Devices II (New York, 1987).
7. H. Durr and H. Bouas-Laurenet, eds., Photochromism: Molecules and Systems (Elsevier, Amsterdam, 1990).
8. S. Nagaoka, N. Hirota, M. Sumitani and K. Yoshira, J. Am. Chem. Soc. 105, 4220 (1985).
9. K. Kownacki, A. Mordzinski, R. Wilbrandt and A. Grabowska, Chem. Phys. Lett. 227, 270 (1994).
10. K. Ogawa, J. Harada, T. Fujiwara and S. Yoshida, J. Phys. Chem. A 105, 3425 (2001).
11. D. Guha, A. Mandal, A. Koll, A. Filarowski and S. Mukherjee, Spectrochim. Acta A 56, 2669 (2000).
12. M. Zgierski and A. Grabowska, J. Chem. Phys. 113, 7845 (2000).
13. M. Kletski, A. Milov, A. Metelisa and M. Knyazhansky, J. Photochem. Photobiol. A 110, 267 (1997).
14. J.R. Greenwood, H.R. Capper, R.D. Allan and G.A.R. Johnston, J. Mol. Struct.: THEOCHEM 419, 97 (1997).
15. N. Hoshino, T. Inabe, T. Mitani and Y. Maruyama, Bull. Chem. Soc. Jpn. 61, 4207 (1988).
16. M. Ziolek, J. Kubicki, A. Maciejewski, R. Naskrecki and A. Grabowska, Chem. Phys. Lett. 369, 80 (2003).
17. A. Grabowska, K. Kownacki and L. Kaczmarek, J. Lumin. 60/61, 886 (1994).
18. T. Inabe, New J. Chem. 15, 129 (1991).
19. S. Takeda, H. Chihara, T. Inabe, T. Mitani and Y. Maruyama, Chem. Phys. Lett. 189, 13 (1992).
20. S.Y. Li, L.M. He, F. Xiong, Y. Li and G.Q. Yang, J. Phys. Chem. B 108, 10887 (2004).
21. M. Ziölek, J. Kubicki, A. Maciejewski, R. Naskrecki and A. Grabowska, J. Chem. Phys. 124, 124518 (2006).
22. C. Reichardt, Solvents and Solvent Effects in Organic Chemistry, 2nd ed. (VCH, Weinheim, 1990).
23. J. Tomasi and M. Persico, Chem. Rev. 94, 2027 (1994).
24. C.J. Cramer and D.G. Truhlar, Chem. Rev. 99, 2161 (1999).
25. W. Meeto, S. Suramitr, S. Vannarat and S. Hannongbua, Chem. Phys. 349, 1 (2008).
26. D. Guillaumont and S. Nakmura, Dyes Pigments 46, 85 (2000).
27. J.P. Cornard, L. Dangleterre and C. Lapouge, Chem. Phys. Lett. 419, 304 (2006).
28. T. Gustavsson, A. Banyasz, E. Lazzarotto, D. Markovitsi, G. Scalmani, M.J. Frisch, V. Barone and R. Improta, J. Am. Chem. Soc. 128, 607 (2006).
29. T. Gustavsson, N. Sarkar, E. Lazzarotto, D. Markovitsi, V. Barone and R. Improta, J. Phys. Chem. B 110, 12843 (2006).
30. F.S.R. Improta, J. Phys. Chem. A 109, 10058 (2005).
31. M. Cossi and V. Barone, J. Chem. Phys. 112, 2427 (2000).
32. B. Mennucci, R. Cammi and J. Tomasi, J. Chem. Phys. 109, 2798 (1998).
33. A. Dreuw and M.H. Gordon, J. Am. Chem. Soc. 126, 4007 (2004).
34. A. Dreuw, J.L. Weisman and M.H. Gordon, J. Chem. Phys. 119, 2943 (2003).
35. N. Santhanamoorthi, K. Senthilkumar and P. Kolandaivel, Mol. Phys. 107, 1629 (2009).
36. J.F. Wang, J.K. Feng, A.M. Ren, X.D. Liu, Y.G. Ma and P. Lu, Macromolecules 37, 3451 (2004).
37. S. Miertus, E. Scrocco and J. Tomassi, J. Chem. Phys. 55, 117 (1981).
38. R. Cammi and J. Tomassi, J. Comput. Chem. 16, 1449 (1995).
39. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, 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, V. Bakken, 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 and J.A. Pople (Gaussian, Wallingford, CT, 2004).
40. D. Jacquemin, J. Preat, V. Wathelet, M. Fontaine and E.A. Perpè te, J. Am. Chem. Soc. 128, 2072 (2006).
41. R. Cammi, B. Menucci and J. Tomasi, J. Phys. Chem. A 104, 4690 (2000).
42. Y. Luo, P. Norman, P. Macak and H. Agren, J. Chem. Phys. 111, 9853 (1999).
43. B. Mennucci and J. Tomasi, J. Chem. Phys. 106, 5151 (1997).
44. J.B. Foresman, M. Head-Gordon, J.A. Pople and M.J. Frisch, J. Phys. Chem. 96, 135 (1992).
45. P.J. Aittala, O. Cramariuc, M. Vasilescu, R. Bandula and T.I. Hukka, Chem. Phys. 360, 162 (2009).
46. J. Wang, J. Gu and J. Leszczynski, Chem. Phys. Lett. 456, 206 (2008).
47. C.A. Bertolino, A.M. Ferrari, C. Barolo, G. Viscardi, G. Caputo and S. Coluccia, Chem. Phys. 330, 52 (2006).
48. Y. Miyata, T. Nishinaga and K. Komatsu, J. Org. Chem. 70, 1147 (2005).