In Situ Dearomatisation/Alkylation of Arylphosphane Derivatives (Eur. J. Org. Chem. 13/2012)

Abstract

AbstractThe cover picture shows the in situ dearomatisation/alkylation of the aryl substituent in aryldialkylphosphane–borane by a solution of alkali metal in liquid ammonia and alkyl halide. This leads to the formation of α‐substituted (1,4‐cyclohexadien‐3‐yl)phosphane–borane where the “unreactive” phenyl substituent is replaced by a cyclohexadienyl fragment possessing a functionality in the α‐position. This reaction sequence can be regarded as a versatile tool in the “activation” of the aryl substituent in organophosphorus compounds both through aromaticity breaking and introduction of new functionalities at the quaternary α‐carbon atom. Details are discussed in the article by M. Stankevič et al. on p. 2521 ff. The authors would like to express their gratitude to Katarzyna Jaklińska for her efforts during the preparation of the cover picture. magnified image