Thermally induced gas phase phosphonylation of arenes via intramolecular trapping of an aryl metaphosphate moiety
Abstract
2-Aryloxy-1,3,2-dioxaphospholanes break down on pyrolysis in the gas phase by a mechanism best accounted for in terms of the formation of metaphosphate (ArOPO2) moieties, which rearrange to cyclic phosphonic monoesters via intramolecular insertion reactions, unless an abstractable β-hydrogen is present when a Chugaev-type reaction takes place to give a terminal alkene.