Solvent effects in the conformational stability of α-substituted acetamides through theoretical and experimental data

Journal of Molecular Structure

Volumn 875, Issue 1-3, 2008, Pages 235-243

  Pedersoli, Susimaire ^a   Tormena, Claudio Francisco ^a   Rittner, Roberto ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

Author keywords

Conformational stability; NBO analysis; Solvent effects; Substituted acetamides

Indexed keywords

AMIDES; CHEMICAL STABILITY; CONFORMATIONS; COULOMB INTERACTIONS; MOLECULAR INTERACTIONS;

CONFORMATIONAL STABILITY; DIPOLE-DIPOLE INTERACTIONS; SOLVENT EFFECTS;

SOLVENTS;

EID: 84962355495     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2007.04.037     Document Type: Article

References (26)

1. S. Samdal R. Seip J. Mol. Struct. 52 1979 195
2. M.A.P. Martins R. Rittner P.R. Olivato Spectrosc. Lett. 14 1981 505
3. D. Klapstein P.R. Olivato F. Oike M.A.P. Martins R. Rittner Can. J. Spectrosc. 33 1988 161
4. K.M. Marstokk H. Mollendal S. Samdal J. Mol. Struct. 376 1996 11
5. I.G. Binev B.A. Stamboliyska Y.I. Binev Spectrochim. Acta A 54 1998 843
6. C.F. Tormena R. Rittner R.J. Abraham E.A. Basso R.M. Pontes J. Chem. Soc. Perkin Trans. 2 2000 2054
7. P.R. Olivato S.A. Guerrero M.H. Yreijo R. Rittner C.F. Tormena J. Mol. Struct. 607 2002 87
8. C.F. Tormena N.S. Amadeu R. Rittner R.J. Abraham J. Chem. Soc. Perkin Trans. 2 2002 773
9. S. Gundersen S. Samdal S. Seip T.G. Strand J. Mol. Struct. 691 2004 149
10. C.R. Martins R. Rittner C.F. Tormena J. Mol. Struct. (Theochem.) 728 2005 79
11. D. Kaur P. Sharma P.V. Bharatam N. Dogra J. Mol. Struct. (Theochem.) 759 2006 41
12. H. Mollendal S. Samdal J. Phys. Chem. 110 2006 2139
13. E.L. Eliel S.H. Wilen L.N. Mander Stereochemistry of Organic Compounds 1994 Wiley New York
14. C. Alemán S.E. Galembeck Chem. Phys. 232 1998 151 and refs. cited therein.
15. J.B. Foresman, A. Frisch, Exploring chemistry with electronic structure methods, Gaussian, Pittsburg, PA, 1996, p. 237.
16. S. Miertu E. Scrocco J. Tomasi Chem. Phys. 55 1981 117
17. Y. Wang X. Cheng X. Yang X. Yang J. Solution Chem. 35 2006 869
18. R.J. Hall M.M. Davidson N.A. Burton I.H. Hillier J. Phys. Chem. 99 1995 921
19. M. Namazian J. Mol. Struct. (Theochem.) 664 2003 273
20. E.D. Glendening, A.E. Reed, J.E. Carpenter, F. Weinhold, NBO, Version 3.1, Gaussian, Pittsburg, PA, 2004. (Included at Gaussian 03 program).
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 D.02, Gaussian, Pittsburg, 2004.
22. L.C. Ducati M.P. Freitas C.F. Tormena R. Rittner J. Mol. Struct. 800 2006 45
23. M.G. Constantino, Boltz, Version 1.0, available in web page: < http://artemis.ffclrp.usp.br/softwareP.htm/> .
24. P.C. Chieh J. Trotter J. Chem. Soc. 1970 184
25. M. Katayama Acta Crystallogr. 9 1956 986
26. D.O. Hughes R.W.H. Small Acta Crystallogr. 15 1962 933