NMR vs. molecular modeling Part IV - Conformational analysis of menthone and isomenthone imines

Magnetic Resonance in Chemistry

Volumn 37, Issue 2, 1999, Pages 110-118

  Smith, William B ^a   Amezcua, Carlos A ^a  

^a TEXAS CHRISTIAN UNIVERSITY   (United States)

Author keywords

13CNMR; 1HNMR; Allylic strain; Conformational analysis; Coupling constants; Isomenthone; Menthone; NMR

Indexed keywords

CONFORMATIONS;

13C NMR; 1HNMR; ALLYLIC STRAIN; ALLYLICS; CONFORMATIONAL ANALYSIS; COUPLING CONSTANTS; ISOMENTHONE; MENTHONE; METHYL GROUP; MODEL COMPUTATION;

MOLECULAR MODELING;

EID: 0033074699     PISSN: 07491581     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1097-458x(199902)37:2<110::aid-mrc411>3.0.co;2-h     Document Type: Article

References (15)

1. 1. D. F. Mullica, C. M. Garner, M. E. Prince, B. C. Mossman and E. L. Sappenfield, J. Crystallogr. Spectrosc. Res. 22, 5 (1992); C. M. Garner, B. C. Mossman and E. M. Prince, Tetrahedron Lett. 34, 4237 (1993).
2. 1. D. F. Mullica, C. M. Garner, M. E. Prince, B. C. Mossman and E. L. Sappenfield, J. Crystallogr. Spectrosc. Res. 22, 5 (1992); C. M. Garner, B. C. Mossman and E. M. Prince, Tetrahedron Lett. 34, 4237 (1993).
3. 2. C. A. G. Haasnoot, F. A. A. M. de Leeuw and C. Altona, Tetrahedron 36, 2783 (1980).
4. 3. J. J. Gajewski, K. Gilbert and J. McKelvie, in Advances in Molecular Modelling, edited by D. Liotta, Vol. 2, pp. 65-92. JAI Press, Greenwich, CT (1990).
5. 4. W. B. Smith and C. A. Amezcua, Magn. Reson. Chem. 36, S3 (1998).
6. 5. W. P. Aue, E. Bartholdi and R. R. Ernst, J. Chem. Phys. 64, 5, 2229 (1976).
7. 6. A. Bax, R. H. Griffey and B. L. Hawkins, J. Am. Chem. Soc. 105, 7188 (1983).
8. 7. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, J. Cioslowski, B. B. Stefenov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head-Gordon, C. Gonzalez and J. A. Pople, Gaussian 94. Gaussian, Pittsburgh, PA (1995).
9. 8. G. E. Hawkes, K. Herwig and J. D. Roberts, J. Org. Chem. 39, 1017 (1974).
10. 9. C. F. H. Allen, J. Am. Chem. Soc. 52, 2955 (1930).
11. 10. N. Kizhner, J. Russ. Phys. Chem. Soc. 44, 1754 (1913).
12. 11. C. A. Bunnell and P. L. Fuchs, J. Org. Chem. 42, 2614 (1977).
13. 12. (a) G. E. Maciel, J. M. McIver, N. S. Oslund and J. A. Pople, J. Am. Chem. Soc. 92, 4497 (1970);
14. (b) J. A. Pople and D. L. Beveridge, Approximate Molecular Orbital Theory. McGraw-Hill, New York (1970).
15. 13. F. Johnson, Chem. Rev. 68, 375 (1968), and references cited therein.