The hydrogen bond stabilizing effect in enammonium salts of captodative aminoalkenes containing a carbonyl group

Journal of Molecular Structure

Volumn 691, Issue 1-3, 2004, Pages 51-57

  Fedorov, S V ^a   Rulev, A Yu ^a   Chipanina, N N ^a   Sherstyannikova, L V ^a   Turchaninov, V K ^a  

^a A E FAVORSKY IRKUTSK INSTITUTE OF CHEMISTRY   (Russian Federation)

Author keywords

Captodative olefins; Enamines; Enammonium salt

Indexed keywords

ALKENE DERIVATIVE; AMMONIUM DERIVATIVE; CARBONYL DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; HYDROGEN BOND; INFRARED SPECTROSCOPY; MATHEMATICAL COMPUTING; PROTON NUCLEAR MAGNETIC RESONANCE; PROTON TRANSPORT; QUANTUM CHEMISTRY; ULTRAVIOLET SPECTROSCOPY;

EID: 1342321776     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2003.10.044     Document Type: Article

References (24)

1. Rulev A.Y. Russ. Chem. Rev. 71:2002;195.
2. Rulev A.Y., Mokov A.S., Krivdin L.B., Keiko N.A., Voronkov M.G. Magn. Reson. Chem. 35:1997;533.
3. Chipanina N.N., Rulev A.Y., Sherstyannikova L.V., Kanitskaya L.V., Fedorov S.V., Turchaninov V.K. Russ. Zh. Org. Khim. 39:2003;1635.
4. A.Yu. Rulev, Thesis of D.Sci., Irkutsk, 2002.
5. Ellenberger M.R., Eades R.A., Thomsen M.W., Farneth W.E., Dixon D.A. J. Am. Chem. Soc. 101:1979;7151.
6. Muller K., Brown L.D. Helv. Chim. Acta. 68:1978;1407.
7. Jordan F. J. Phys. Chem. 80:1976;76.
8. Ellenberger M.R., Dixon D.A., Farneth W.E. J. Am. Chem. Soc. 103:1981;5377.
9. Houriet R., Vogt J., Haselbach E. Chimia. 34:1980;277.
10. Matsushita H., Tsujino Y., Noguchi M., Yoshikawa S. Bull. Chem. Soc. Jpn. 50:1977;1513.
11. Keiko N.A., Rulev A.Y., Kalikhman I.D., Shergina N.I., Sherstyannikova L.V., Voronkov M.G. Russ. Bull. Chem. 37:1988;957.
12. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery, R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, J.L. Andres, C. Gonzalez, M. Head-Gordon, E.S. Replogle, J.A. Pople, GAUSSIAN 98, Revision A.6, Gaussian, Inc., Pittsburgh PA, 1998.
13. Hickmott P.W. Tetrahedron. 38:1982;1975.
14. Rulev A.Y., Mokov A.S., Voronkov M.G. Mendeleev Commun. 1995;53.
15. Rulev A.Y., Zinchenko S.V. Mendeleev Commun. 2001;70.
16. L.J. Bellamy, New data on IR spectra of complex molecules, Mir, Moscow, 1971, in Russian.
17. Kalmet M.J., Abboud J.-L.M., Abraham M.H., Taft R.W. J. Org. Chem. 48:1983;2877.
18. Abraham M.H., Grellier P.L., Abboud J.-L.M., Doherty R.M., Taft R.W. Can. J. Chem. 66:1988;2673.
19. Bureiko S.F., Golubev N.S., Pihlaja K. J. Mol. Struct. 480/481:1999;297.
20. Bureiko S.F., Golubev N.S., Pihlaja K., Mattinen J. Russ. Zh. Strukt. Khim. 32:1991;87.
21. Taylor R., Kennard O. Acc. Chem. Res. 17:1984;320.
22. Taylor R., Kennard O., Versichel W. J. Am. Chem. Soc. 106:1984;244.
23. Krivoruchka I.G., Vokin A.I., Turchaninov V.K. Russ. Zh. Org. Khim. 38:2002;1509.
24. Turchaninov V.K., Murzina N.M., Vokin A.I., Aksamentova T.N., Trofimov B.A. Russ. Zh. Obsh. Khim. 71:2001;261.