Theoretical and experimental study of solvent effects on the structure, vibrational spectra, and tautomerism of 3-amino-1,2,4-triazine

Journal of Molecular Structure

Volumn 1052, Issue , 2013, Pages 57-66

  Yurdakul, Şenay ^a   Tanribuyurdu, Sibel ^a  

^a GAZI UNIVERSITY   (Turkey)

Author keywords

3 Amino 1,2,4 triazine; DFT; Solvent effect; Tautomerism; Vibrational spectra

Indexed keywords

CONTINUUM MECHANICS; DIMETHYL SULFOXIDE; GASES; ORGANIC SOLVENTS; VIBRATIONAL SPECTRA;

3-AMINO-1; DFT; DIMETHYL SULFOXIDE (DMSO); HETEROAROMATIC COMPOUNDS; POLARIZABLE CONTINUUM MODEL; SELF-CONSISTENT REACTION FIELDS; SOLVENT EFFECTS; TAUTOMERISM;

SOLVENTS;

EID: 84962423418     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2013.08.046     Document Type: Article

References (41)

1. C.J. Cramer, and D.G. Truhlar Chem. Rev. 99 1999 2161 2200
2. Y. Xue, H. Zhang, and D.Q. Xie Chem. J. Chin. Univ. 26 2005 907 914
3. M.A. Halim, D.M. Shaw, and R.A. Poirier J. Mol. Struct. (Theochem) 960 2010 63 72
4. S. Tiwari, and P.C. Mishra Spectrochim. Acta A 73 2009 719 729
5. K.T. Lee, J. Sung, K.J. Lee, S.K. Kim, and Y.D. Park J. Chem. Phys. 116 2002 8251 8254
6. Y. Ding, and K.K. Jespersen J. Comput. Chem. 17 1996 338 349
7. R. Bonaccorsi, P. Pall, and J.J. Tomasi Am. Chem. Soc. 106 1984 1945 1950
8. Josefredo R. Pliego Jr., and J.M. Riveros Chem. Phys. Lett. 355 2002 543 546
9. F. Safinejad, C.D. Thompson, and M. Asghari-Khiavi J. Mol. Model. 15 2009 1119 1124
10. N.J. Harris, T. Ohwada, and K. Lammertsma J. Comput. Chem. 19 1998 250 257
11. H.S. Shang, and T. Head-Gordon J. Am. Chem. Soc. 116 1994 1528 1532
12. W. Qian, and S. Krimm J. Phys. Chem. A 06 2002 16628 16635
13. H. Neunhoeffer, and P.F. Wiley A. Weissberger, E.C. Taylor, Chemistry of Heterocyclic Compounds: The 1,2,3- and 1,2,4-Triazines, Tetrazines & Pentazines vol. 10 1978 Wiley and Sons New York
14. L.-C. Hwang, J.-H. Wang, C.-C. Tzeng, G.-H. Lee, and S.-M. Peng Anal. Sci. 18 2002 723 724
15. T. Ueda, and M. Furukawa Chem. Pharm. Bull. 12 1964 100 103
16. L.-C. Hwang, R.-R. Wu, S.-Y. Jane, and G.-H. Lee X-ray Struct. Anal. Online 19 2003 x73 x74
17. G.J. Perpetuo, and J. Janczak Acta Crystallogr. Sect. C: Cryst. Struct. Commun. 58 2002 o431 o432
18. J.K.T. Matikainen, and H.O. Elo Microchim. Acta 146 2004 49 53
19. L. Li, M.M. Turnbull, J. Ackers, J. Chen, H. Lin, B. Pan, H. Wang, and B.M. Foxman Inorg. Chim. Acta 362 2009 3845 3852
20. V.E. Borisenko, E.E. Kolmakov, A. Koll, and A.G. Rjasnyi J. Mol. Struct. 828 2007 116 129
21. 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, 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, J.A. Pople, Gaussian 03, Revision C.02, Gaussian Inc., Wallingford, CT, 2004.
22. R. Dennington II, T. Keith, J. Millam, K. Eppinnett, W.L. Hovell, and R. Gilliland GaussView 2003 Semichem Inc. Shawnee Mission, KS
23. A.E. Reed, L.A. Curtiss, and F. Weinhold Chem. Rev. 88 1988 899 926
24. S. Miertus, E. Scrocco, and J. Tomasi Chem. Phys. 55 1981 117 129
25. D. Michalska, and R. Wysokiński Chem. Phys. Lett. 403 2005 211 217
26. E. Güneş, and C. Parlak Spectrochim. Acta A 82 2011 504 512
27. W.W. Wong, R. Leung-Toung, and C. Wentrup J. Am. Chem. Soc. 115 1993 2465 2472
28. X. Song, J. Wang, and J. Zhu Mater. Res. 12 2009 299 304
29. J. Wang, and R.J. Boyd J. Phys. Chem. 100 1996 16141 16146
30. R.R. Pappalardo, E.S. Marcos, and M.F. Ruiz-López J. Am. Chem. Soc. 115 1993 3722 3730
31. T. Polat, and Ş. Yurdakul J. Mol. Struct. 1001 2011 16 22
32. L. Wang, M.-X. Jin, H. Liu, and D.-J. Ding Chem. Res. Chin. Univ. 25 2009 373 376
33. N. Santhanamoorthi, K. Sentihilkumar, and P. Kolandaivel Mol. Phys. 18 2010 1817 1827
34. S.J. Cho, A.M. Adel, and A.K.E. Shaaban Int. J. Quantum Chem. 107 2007 63 71
35. L. Qiu, X.-H. Ju, and H.-M. Xiao J. Chin. Chem. Soc. 52 2005 405 413
36. K. Fukui J. Chem. Phys. 20 4 1952 722 725
37. M.T.C. Martins-Costa, and M.F. Ruiz-Lòpez Chem. Phys. 332 2007 341 347
38. P.S.C. Gil, and J.J.C. Teixeira-Dias J. Mol. Struct. 482-483 1999 621 625
39. A.N. Chermahini, A. Teimouri, and A.S. Beni Struct. Chem. 22 2011 175 181
40. H. Watanabe, N. Hayazawa, Y. Ianouye, and S. Kawata J. Phys. Chem. B 109 2005 5012 5020
41. P. Pulay, J. Baker, K. Wolinski, PQS-Software Version 3.3, Parallel Quantum Solutions, Fayettevile, AR, 2007.