Conformational Analysis of 3,4-Dihydropyridine and its Alkyl Derivatives

Authors

O. V. Shishkin, Kharkov State UniversityFollow
A. S. Polyakova, Kharkov State UniversityFollow
S. M. Desenko, Kharkov State University
V. D. Orlov, Kharkov State University
Sergey Lindeman, Marquette UniversityFollow
Yu T. Struchkov, Russian Academy of SciencesFollow

Document Type

Article

Language

eng

Publication Date

6-1994

Publisher

Springer

Source Publication

Russian Chemical Bulletin

Source ISSN

1066-5285

Abstract

The geometry of dihydropyridine and its alkyl derivatives was studied by the molecular mechanics method. The dihydrocycle was found to be mobile; however, substituents exert little effect on its distorted sofa conformation. The alkyl groups attached to the saturated carbon atoms occupy pseudo-equatorial position in monosubstituted and pseudo-axial positions in disubstituted 3,4-dihydropyridines. Unusually high barriers to inversion of the dihydrocycle were observed incis-3,4-dialkyl-3,4-dihydropyridines caused by the eclipse of the substituents in the transition state.

Comments

Russian Chemical Bulletin, Vol. 43, No. 6 (June 1994): 944-947. DOI.

Sergey Lindeman was affiliated with Russian Academy of Sciences at the time of publication.

Recommended Citation

Shishkin, O. V.; Polyakova, A. S.; Desenko, S. M.; Orlov, V. D.; Lindeman, Sergey; and Struchkov, Yu T., "Conformational Analysis of 3,4-Dihydropyridine and its Alkyl Derivatives" (1994). Chemistry Faculty Research and Publications. 668.
https://epublications.marquette.edu/chem_fac/668