Kinetics and mechanisms of nucleophilic displacements with heterocycles as leaving groups. Part 6. Reactions of N-(substituted benzyl)azaheterocyclonium compounds with piperidine

Abstract

The preparation is described of series of N-(p-substituted)benzyl and N-(2-furfuryl) compounds with different heterocyclic leaving groups. First- and second-order rate constants for their reactions with piperidine in chlorobenzene are measured and discussed. Plots of k₂ values for substituted compounds versus k₂ for the parent N-benzyl derivative are linear for each substituent despite variable temperature of measurement.