Experimental and Theoretical Study on 3-Benzyl-4-phenyl-1,2,4-triazole-5-thione

• Autorzy: Zhao P. , Li R. , Xu J. , Zhang W.
• Języki publikacji: EN

Abstrakty

EN

The 3-benzyl-4-phenyl-1,2,4-triazole-5-thione was synthesized and examined by elementary analysis, IR and electronic spectra. Density functional theory calculations of the structure, natural bond orbitals and thermodynamic functions of the title compound were performed at B3LYP/6-311G** level of theory. Vibrational frequencies were predicted, assigned and compared with the experimental data, and they are supported by the experimental data. Electronic absorption spectrawere calculated by the time-dependent density functional theory (TD-DFT), which indicates that the two absorption bands are mainly derived from the contribution of bands *. The calculation of the second order optical nonlinearity was carried out, giving value of molecular hyperpolarizability equal to 4.025ź10–30 esu. These calculated results were also compared with results obtained for a similar molecule, 4-phenyl-3-[(1,2,4-triazol-1-yl)methyl]-triazole-5-thione, reported earlier by this group.

Słowa kluczowe

EN

density functional theory; vibrational frequencies; electronic absorption spectra; second order optical nonlinearity

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2007
• Tom: Vol. 81, nr 8
• Strony: 1495--1503
• Opis fizyczny: Bibliogr. 28 poz., rys.

Twórcy

autor

Zhao P.

autor

Li R.

autor

Xu J.

autor

Zhang W.

• Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, Huaiyin Teachers College, Huaian, Jiangsu, 223300, P. R. China,

Bibliografia

• 1. Xu L.Z., Zhang S.S., Li H.J. and Jiao K., Chem. Res. Chin. Univ, 18, 284 (2002).
• 2. Genin M.J., Allwine D.A., Anderson D.J., Barbachyn M.R., Emmert D.E., Garmon S.A., Graber D.R., Grega K.C., Hester J.B., Hutchinson D.K., Morris J., Reischer R.J., Ford C.W., Zurenko G.E., Hamel J.C., Schaadt R.D., Stapert D. and Yagi B.H., J. Med. Chem., 43, 953 (2000).
• 3. Zhao G.F., Jin G.Y., Liu Z.F., Ren J. and Li Y. C., Chin. J. Chem., 16, 363 (1998).
• 4. Jian F.F., Xu L.Z., Shi J.G. and Xiao H.L., Acta Cryst., E60, o!204 (2004).
• 5. Jian F.F., Xiao H.L., Qin Y.Q. and Xu L.Z., Acta Cryst., C60, o492 (2004).
• 6. Xu L.Z., Jian F.F., Gao H.R. and Zhu C.Y., Chin. J. Chem., 21, 1615 (2003).
• 7. Jian F.F., Xu L.Z., Li L.and Zhu C.Y, Chin. J. Struct. Chem., 23, 539 (2004).
• 8. Jian F.F., Bai Z.S., Xiao H.L. and Li K., Acta Cryst., E61, o557 (2005).
• 9. Koch W. and Holthausen M.C.A., A Chemistry Guide to Density Functional Theory, Wiley-VCH: Weinheim, New York, Chichester, 2000.
• 10. Parr R.R. And Yang R.G., Density Functional Theory of Atoms and Molecules, Oxford University Press, New York, 1989, and references therein.
• 11. Jian F.F., Zhao P.S., Bai Z.S. and Cai Z.J., Polish J. Chem., 80, 325 (2006).
• 12. Dewar M.J.S., Zoebisch E.G. and Healy E.F., J. Am. Chem. Soc., 107, 3902 (1985).
• 13. Peng C., Ayala P.Y, Schlegel H.B. and Frisch M.J., J. Comput. Chem., 49, 17 (1996).
• 14. Frisch M. J. et all Gussian, Inc., Wallingford CT, 2004.
• 15. Runge E. and Gross E.K.U., Phys. Rev. Lett., 52, 997 (1984).
• 16. Petersilka M., Gossmann UJ. and Gross E.K.U., Phys. Rev. Lett., 76, 1212 (1966).
• 17. Bauernschmitt R. and Ahlrichs R., Chem. Phys. Lett., 256, 1996 (1996).
• 18. Jamorski C., Casida M.E. and Salahub D.R., J. Chem. Phys., 104, 5134 (1996).
• 19. Dewar M.J.S. and Thiel W., J. Am. Chem. Soc., 99, 4907 (1977).
• 20. Stewart J.J.P., J. Comput. Chem., 10, 209 (1989).
• 21. Stewart J. J. P., QCPE Program 455, 1983, Version 6.0, 1990.
• 22. Pople J.A., Schlegel H.B., Krishnan R., Defrees D.J., Binkley J.S., Frisch M.J., Whiteside R.A., Hout R.F. and Hehre W.J., Int. J. Quantum Chem., Quantum Chem. Symp., 15, 269 (1981).
• 23. Frish A., Nielsen A.B. and Holder A. J., Gaussview Users Manual, Gaussian Inc, Pittsburgh, 2000.
• 24. Bertolasi V., Gilli R, Ferretti V. and Gilli G., Chem. Eur. J., 2, 925 (1996).
• 25. Haggman L., Lindblad C., Oskarasson H., Uiistronm A.S. and Persson L, J. Am. Chem. Soc., 125, 363 1 (2003).
• 26. You X.Z, Molecular-based Materials - Opto-electronic Functional Compounds. Science and Technology Publishing Company: Shanghai, 2001, p. 164.
• 27. Olsen L. and Jorgensen R, in Modern Electronic Structure Theory, Vol. 2, World Science: River Edge, NJ, 1995.
• 28. Fernando M. and Claudio O.A., Int. J. Quant. Chem., 103, 34 (2005).