Conformational interchange in acyclic sulphonamides: evidence for directional p_π–d_πbonding in N–S bonds

Abstract

The low temperature n.m.r. spectra of dialkylsulphamoyl chlorides indicate a considerable barrier (ca. 11·5 kcal mol–1) to rotation around the N–S bond; the ground-state conformation is similar to that predicted for an α-sulphonyl carbanion.