Synthesis and configurational analysis of phosphonate cavitands

Abstract

Synthesis, separation and configurational analysis of phosphonated and partially phosphonated cavitands derived from resorcinarenes are described. The configuration of all diastereomers has been elucidated by their ¹H, ³¹P NMR spectra and ¹³C relaxation times. In all cases the course of the bridging reaction favours the formation of the sterically more crowded stereoisomers having the PO groups oriented outward with respect to the cavity.