Protolytic equilibrium of the isomeric phenyl-1,2,4-triazines

Chemistry of Heterocyclic Compounds

Volumn 39, Issue 5, 2003, Pages 616-623

  Khabibulina, I V ^a   Volovodenko, A P ^a   Trifonov, R E ^a   Yashukova, G V ^a   Mochul'skaya, N N ^b   Charushin, V N ^b   Rusinov, G L ^b   Beresnev, D G ^b   Itsikson, N A ^b   Ostrovskii, V A ^a  

^a ST PETERSBURG STATE INSTITUTE OF TECHNOLOGY TECHNICAL UNIVERSITY   (Russian Federation)

^b INSTITUTE OF ORGANIC SYNTHESIS   (Russian Federation)

Author keywords

1,2 triazines; Acidity function; Basicity; Nonempirical calculations; Protolytic eqiuilibria; Prototropic tautomerism

Indexed keywords

AROMATIC COMPOUND; BENZENE DERIVATIVE; CATION; DEUTERIUM; HETEROCYCLIC COMPOUND; HYDROGEN; PHENYL 1,2,4 TRIAZENE; TRIAZENE DERIVATIVE; UNCLASSIFIED DRUG;

AB INITIO CALCULATION; ACIDITY; AQUEOUS SOLUTION; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; EQUILIBRIUM CONSTANT; ISOMER; PROTON TRANSPORT; SPECTROPHOTOMETRY; THERMODYNAMICS;

EID: 0142243135     PISSN: 00093122     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1025198100025     Document Type: Article

References (33)

1. C. Ochoa and P. Goya, Prog. Heterocycl. Chem., 12, 294 (2000).
2. A. Kleeman, J. Engel, B. Kutscher, and D. Reichert, Pharmaceutical Substances. Version 1.0, Thieme, Stuttgart, New York (1999).
3. J. Elguero, C. Marzin, A. R. Katritzky, and P. Linda, The Tautomerism of Heterocycles, Acad. Press, New York (1976), p. 655.
4. J. Chapman and J. Hall, Combined Chemical Dictionary on CD-ROM, (1997).
5. S. L. Dmitruk, S. I. Druzhinin, M. F. Kovalenko, and B. M. Ushinov, J. Photochem. Photobiol., A, 88, 129 (1995).
6. P. Barraclough, D. Firmin, J. C. Lindon, M. S. Nobbs, P. N. Sanderson, S. Smith, and J. M. Gillam, Magn. Reson. Chem., 29, 468 (1991).
7. A. P. Volovodenko, R. E. Trifonov, P. V. Plekhanov, G. L. Rusinov, D. G. Beresnev, and V. A. Ostrovskii, Khim. Geterotsikl. Soedin., 816 (2000).
8. M. V. Jovanovic, Spectrochim. Acta, Part A, 40, 637 (1984).
9. T. D. Bouman and A. E. Hansen, Chem. Phys. Lett., 197, 59 (1992).
10. E. Kolehmainen, D. Saman, A. Piskala, and M. Masojidkova, Magn. Reson. Chem., 33, 690 (1995).
11. S. G. Alekseev, V. N. Charushin, O. N. Chupakhin, S. V. Shorshnev, A. I. Chemyshev, and N. A. Klyuev, Khim. Geterotsikl. Soedin., 1535 (1986).
12. S. G. Alekseev, P. A. Torgashev, M. A. Fedotov, A. I. Rezvukhin, S. V. Shorshnev, A. V. Belik, V. N. Charushin, and O. N. Chupakhin, Khim. Geterotsikl. Soedin., 525 (1988).
13. S. J. Fernandez, J. Anguiano, and J. Vilarrasa, J. Comput. Chem., 9, 784 (1988).
14. O. Mo, J. L. G. De Paz, and M. Yanez, J. Mol. Struct. Theochem., 150, 135 (1987).
15. T. Brinck, J. S. Murray, P. Politzer, and R. E. Carter, J. Org. Chem., 56, 2934 (1991).
16. R. E. Trifonov, Authors Dissertation for Candidate of Chemical Sciences, Saint Petersburg (1998).
17. E. Fos, J. Vilarrasa, and J. Fernandez, J. Org. Chem., 50, 4894 (1985).
18. rd Edit., Longmans, Harlow (1997), 414 p.
19. R. E. Trifonov, S. E. Ivanova, V. A. Ostrovskii, and G. I. Koldobskii, Zh. Org. Khim., 30, 1556 (1994).
20. U. Haldna, M. Grebenkova, and A. Ebber, Eestia Tead. Akad. Toim. Keem., 39, 185 (1990).
21. V. A. Ostrovskii and G. I. Koldobskii, Weak Organic Bases [in Russian], Izd. LGU, Leningrad (1990).
22. R. E. Trifonov, N. I. Rtishchev, and V. A. Ostrovskii, Spectrochim. Acta, Part A, 52, 1875 (1996).
23. R. E. Trifonov, V. Yu. Zubarev, A. A. Malin, and V. A. Ostrovskii, Khim. Geterotsikl. Soedin., 120 (1997).
24. D. Danovich and Y. Apeloig, J. Chem. Soc., Perkin Trans. 2, 1865 (1991).
25. O. P. Shkurko and V. P. Mamaev, Khim. Geterotsikl. Soedin., 672 (1987).
26. A. F. Pozharskii, Theoretical Bases for the Chemistry of Heterocycles [in Russian], Khimiya, Moscow (1985), p. 280.
27. V. A. Ostrovskii, G. B. Erusalimskii, and M. B. Shcherbinin, Zh. Org. Khim., 31, 1422 (1995).
28. R. A. Cox and K. Yates, Can. J. Chem., 61, 2225 (1983).
29. D. D. Perrin, Aust. J. Chem., 16, 572 (1963).
30. M. D. Rourke, S. A. Lang, and E. Cohen, J. Med. Chem., 20, 725 (1977).
31. T. V. Saraswathi and V. R. Srinivasan, Tetrahedron, 33, 1043 (1977).
32. V. Uchytilova, P. Fiedler, M. Prystas, and J. Gut, Collect. Czech. Chem. Commun., 36, 1955 (1971).
33. M. W. Schmidt, K. K. Baldridge, J. A. Boatz, S. T. Elbert, M. S. Gordon, J. H. Jensen, S. Koseki, N. Matsunaga, K. A. Nguyen, S. J. Su, T. L. Windus, M. Dupois, and J. A. Montgomery, J. Comput. Chem., 14, 1347 (1993).