Conformer preferences in aralkyl chloro-sulphides

Abstract

Conformational preferences of the four isomers of 1-α-chlorobenzyl-2-phenylpropyl 2,4-dinitrophenyl sulphide are approximated from vicinal n.m.r. coupling constants. The ordering of groups at the carbons bearing chlorine and sulphur dominates the conformation of the entire molecule. The data are consistent with a possible attractive chlorine–hydrogen interaction when the bonds to carbon of these two groups are parallel. The reactivity of the four isomers is brimers is briefly discussed.