Three-dimensional structures of phosphorus-containing heterocycles. Communication 34. 2-Phenoxy-2-oxo-1,3,2-oxathiaphosphorinanes

Abstract

According to the data from the1H NMR spectra, the dipole moments, and the Kerr effect, the preferred conformation of 2-aroxy-2-oxy-1,3,2-oxathiaphosphorinanes is a chair conformation with an axial orientation of the aroxy grouping and a gauche orientation of the aryl group relative to the P=O bond on the side of the cyclic oxygen atom. In the investigated compounds the p-π conjugation is disrupted, as evidenced by the orthogonal orientation of the unshared pair of p electrons of the exocyclic oxygen atom and the π orbitals of the benzene ring. © 1985 Plenum Publishing Corporation.