Kinetic and X-ray crystallographic studies of the steric course of N-benzylation of piperidines: quaternization by preferential equatorial attack
Abstract
The effects of solvent and of substituents at the piperidine nitrogen and in the benzyl ring on the relative and absolute rates of N-benzylation of piperidines are discussed with the aid of X-ray analysis of the major products from the benzylation of 1-ethyl-4-phenylpiperidine and 1-isopropyl-4-phenylpiperidine.