Conformational analysis of acyclic compounds with oxygen–sulphur interactions. Part 3. A study of some erythro-2-thio-derivatives of 1,2-diphenylethanol

Abstract

A conformational study of erythro-1,2-diphenyl-2-X-ethanol [X = SH, SCH₃, SOCH₃, SO₂, CH₃, and ⁺S(CH₃)₂] and its O-acetyl derivatives is reported. The electrostatic interactions between the heteroatoms, when the sulphur atom supports a positive charge determine a preference for gauche conformations in spite of the fact that they are destabilized by steric factors. The synthesis of new compounds is described.