Study of chiroptical properties of some piperidine derivatives

Abstract

Chiroptical properties of (S)-(-)-1-methyl-2-phenylpiperidine and (S)-(-)-1-methyl-2-(2-tolyl)piperidine have been studied. The preferred conformations have been calculated in gradient way on the basis of the CNDO/2 method, and the rotational forces have been calculated for them by direct procedure using the CNDO/S-CI wave function. For comparison of theory and experiment, molar fractions of the individual conformers have been calculated and used together with the rotational forces for construction of the CD spectrum which has been compared with the experimental CD spectrum. Absolute configurations of the mentioned compounds have been determined by chemical correlation.