Determination of cis-methyldecalone and cis-methylhydrindanone conformation by proton nuclear magnetic resonance

Abstract

The position of the conformational equilibrium for cis-9-methyldecalones, cis-methyldecalindiones, cis-methylhydrindanones, and other polyfunctional compounds in these series has been determined by comparing the measured solvent effect induced by a carbonyl group on the angular methyl group by ¹H n.m.r., and the corresponding values calculated for each conformer. If the methyl is in a γ position to the carbonyl group, Zurcher increments must then be considered.