DFT Insights into the Mechanistic Switch from Carbene to Carbocation in B(C6F5)3-Catalyzed Coupling of Diazooxindoles and Difluoroenoxysilanes in HFIP.

Abstract

This study provides theoretical evidence highlighting the pivotal role of HFIP in inducing a mechanistic shift from a carbene to a carbocation intermediate in the B(C6F5)3-catalyzed coupling of diazooxindoles and difluoroenoxysilanes. Our computational results reveal a novel and unconventional reaction pathway, where a carbocation intermediate is formed, rather than the traditionally expected carbene intermediate.