The case of intramolecular hydrogen bonding, hyperconjugation and classical effects on the conformational isomerism of substituted carbonyl and thiocarbonyl compounds

Journal of Molecular Structure: THEOCHEM

Volumn 851, Issue 1-3, 2008, Pages 147-157

  Ducati, Lucas C ^a   Freitas, Matheus P ^b   Tormena, Cláudio F ^a   Rittner, Roberto ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

^b FEDERAL UNIVERSITY OF LAVRAS   (Brazil)

Author keywords

(Thio)carbonyl compounds; Classical effects; Conformational analysis; Hydrogen bonding; Hyperconjugation

Indexed keywords

EID: 38749139949     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.theochem.2007.11.007     Document Type: Article

References (22)

1. Sachse H. Ber. 23 (1890) 1363
2. Luibrand R.T., Taigounov I.R., and Taigounov A.A. J. Org. Chem. 66 (2001) 7254
3. Cramer III R.D., Patterson D.E., and Bunce J.D. J. Am. Chem. Soc. 110 (1988) 5959
4. Pophristic V., and Goodman L. Nature 411 (2001) 565
5. Bickelhaupt F.M., and Baerends E.J. Angew. Chem. Int. Ed. 42 (2003) 4183
6. Freitas M.P., Rittner R., Tormena C.F., and Abraham R.J. Can. J. Anal. Sci. Spectrosc. 45 (2000) 148
7. Yoshinaga F., Tormena C.F., Freitas M.P., Rittner R., and Abraham R.J. J. Chem. Soc. Perkin Trans. 2 (2002) 1494
8. Freitas M.P., Tormena C.F., Garcia J.C., Rittner R., Abraham R.J., Basso E.A., Santos F.P., and Cedran J.C. J. Phys. Org. Chem. 16 (2003) 833
9. Tormena C.F., Freitas M.P., Rittner R., and Abraham R.J. J. Phys. Chem. A 108 (2004) 5161
10. Tormena C.F., Yoshinaga F., Doi T.R., and Rittner R. Spectrochim. Acta A 63 (2006) 511
11. Kallies B., Kleinpeter E., Koch A., and Mitzner R. J. Mol. Struct. 435 (1997) 123
12. Neuvonen H., Neuvonen K., Koch A., Kleinpeter E., and Pasanen P. J. Org. Chem. 67 (2002) 6995
13. Neuvonen H., Neuvonen K., Koch A., and Kleinpeter E. J. Phys. Chem. A 109 (2005) 6279
14. Roberts J.D. Acc. Chem. Res. 39 (2006) 889
15. Rauk A. Orbital Interaction Theory of Organic Chemistry. second ed. (2001), John Wiley and Sons Inc., New York
16. Yamaguchi I., Matsui K., Haccho H., Oka H., Hanada Y., Matsui N., Kawashima I., Watanabe K., and Takeda S. J. Mol. Struct. 352/353 (1995) 309
17. E.D. Glendening, J.K. Badenhoop, A.E. Reed, J.E. Carpenter, J.A. Bohmann, C.M. Morales, F. Weinhold, NBO 5 G, Theoretical Chemistry Institute, University of Wisconsin, Madison, WI, 2001; .
18. 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, et al., Gaussian 03, Revision D.02, Gaussian, Pittsburg, 2004.
19. Fan Y., Leong L.P., and Bettens R.P.A. J. Phys. Chem. A 111 (2007) 5081
20. Freitas M.P., Tormena C.F., Rittner R., and Abraham R.J. J. Phys. Org. Chem. 16 (2003) 27
21. Roohi H., Ebrahimi A., Habibi S.M., and Jarahi E. J. Mol. Struct. (Theochem) 772 (2006) 65
22. Ribeiro D.S., and Rittner R. J. Org. Chem. 68 (2003) 6780