Reductive eliminations from λ3-iodanes: understanding selectivity and the crucial role of the hypervalent bond.

ABSTRACT

This computational study investigates the factors governing the selectivity of the reductive eliminations from rapidly equilibrating isomeric λ(3)-iodanes derived from a diaryl iodonium salt and a nucleophile. The chemoselectivity is mainly determined by the partial charge at the ipso-carbon atom involved in the 3-center-4-electron bond.