Conformational equilibrium in N-methylpiperidine
Abstract
Kinetically controlled protonation of piperidines has been developed into a reliable method for studying conformational equilibria in piperidine and its alkyl derivatives; in N-methylpiperidine (1) the equatorial coniormer 1E is more stable than the axial 1A by 11.3 ± 0.8 kJ mol–1 in cyclohexane and by <12·5 kJ mol–1 in the gas phase, at 288 K.