Cycle Mobility in 1,4-Dihydropyridine and its Monoalkyl and Phenyl Derivatives
Russian Chemical Bulletin
The conformational mobility of the 1,4-dihydropyridine cycle has been studied by the molecular mechanics method. It was shown that the N(1) and C(4) atoms are displaced asymmetrically from the plane of the double bonds. The asymmetry is the result of conjugation between the nitrogen lone pair and the π systems of the double bonds. The influence of alkyl and phenyl substituents at the carbon atoms on the equilibrium conformation and cycle mobility has been investigated.
Shishkin, O. V.; Timofeeva, T. V.; Desenko, S. M.; Orlov, V. D.; Lindeman, Sergey; and Struchkov, Yu T., "Cycle Mobility in 1,4-Dihydropyridine and its Monoalkyl and Phenyl Derivatives" (1993). Chemistry Faculty Research and Publications. 680.