Hydrogen bonding and stereoelectronic effects in the conformational isomerism of trans-2-bromocyclohexanol

Journal of Molecular Structure

Volumn 930, Issue 1-3, 2009, Pages 135-139

  Duarte, Claudimar J ^a   Freitas, Matheus P ^a  

^a FEDERAL UNIVERSITY OF LAVRAS   (Brazil)

Author keywords

Hydrogen bond; Infrared; Theoretical calculations; trans 2 Bromocyclohexanol

Indexed keywords

CONCENTRATED SOLUTION; CONFORMATIONAL ISOMERISM; DFT CALCULATION; EFFECT OF HYDROGEN; HYDROGEN BONDINGS; INFRARED; INFRARED SPECTRUM; INTERMOLECULAR HYDROGEN BONDING; INTERMOLECULAR HYDROGEN BONDS; INTRAMOLECULAR HYDROGEN BOND; INTRAMOLECULAR HYDROGEN BONDING; LOW CONCENTRATIONS; MODEL COMPOUND; NON-POLAR; SELF-ASSOCIATION; STEREOELECTRONIC EFFECT; THEORETICAL CALCULATIONS; TRANS-2-BROMOCYCLOHEXANOL;

ASSOCIATION REACTIONS; BINDING SITES; CONFORMATIONS; HYDROGEN; INFRARED SPECTROSCOPY; ISOMERS; LIQUIDS; OLIGOMERS; STEREOCHEMISTRY; SULFUR COMPOUNDS;

HYDROGEN BONDS;

EID: 67549131959     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2009.05.004     Document Type: Article

References (19)

1. Abraham R.J., Smith T.A.D., and Thomas W.A. J. Chem. Soc. Perkin Trans. 2 (1996) 1949
2. Freitas M.P., Tormena C.F., and Rittner R. J. Mol. Struct. 570 (2001) 175
3. Freitas M.P., Tormena C.F., Rittner R., and Abraham R.J. J. Phys. Org. Chem. 16 (2003) 27
4. Tormena C.F., Santos F.P., Cunha Neto A., Rittner R., Yoshinaga F., and Temístocles J.C.T. J. Phys. Chem. A 111 (2007) 295
5. Roberts J.D. Acc. Chem. Res. 39 (2006) 889
6. Salzner U., and Schleyer P.V.R. J. Am. Chem. Soc. 115 (1993) 10231
7. Martins L.E., and Freitas M.P. J. Phys. Org. Chem. 21 (2008) 881
8. Goodman L., Gu H., and Pophristic V. J. Phys. Chem. A 109 (2005) 1223
9. Goodman L., and Sauers R.R. J. Chem. Theory Comput. 1 (2005) 1185
10. Bitencourt M., Freitas M.P., and Rittner R. J. Mol. Struct. 840 (2007) 133
11. Souza F.R., Freitas M.P., and Rittner R. J. Mol. Struct. (THEOCHEM) 863 (2008) 137
12. Kallies B., Kleinpeter E., Koch A., and Mitzner R. J. Mol. Struct. 435 (1997) 123
13. Yoshinaga F., Tormena C.F., Freitas M.P., Rittner R., and Abraham R.J. J. Chem. Soc. Perkin Trans. 2 (2002) 1494
14. Ducati L.C., Freitas M.P., Tormena C.F., and Rittner R. J. Mol. Struct. (THEOCHEM) 851 (2008) 147
15. Coelho J.V., Freitas M.P., and Ramalho T.C. Struct. Chem. 19 (2008) 671
16. 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
17. Guss C.O., and Rosenthal R. J. Am. Chem. Soc. 77 (1955) 2549
18. E.D. Glendening, A.E. Reed, J.E. Carpenter, F. Weinhold, NBO 5G (included in the Gaussian03 package of programs), Gaussian, Inc., Wallingford, CT, 2004.
19. 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.