Iron-catalysed alkene and heteroarene H/D exchange by reversible protonation of iron-hydride intermediates.

ABSTRACT: C-H functionalisation reactions offer a sustainable method for molecular construction and diversification. These reactions however remain dominated by precious metal catalysis. While significant interest in iron-catalysed C-H activation reactions has emerged, the isolation, characterisation and mechanistic understanding of these processes remain lacking. Herein the iron-catalysed C(sp²)-H bond hydrogen/deuterium exchange reaction using CD₃OD is reported for both heterocycles and, for the first time, alkenes (38 examples). Isolation and characterisation, including by single-crystal X-ray diffraction, of the key iron-aryl and iron-alkenyl C-H metallation intermediates provided evidence for a reversible protonation of the active iron hydride catalyst. Good chemoselectivi

SUBMITTER: Britton L 

PROVIDER: S-EPMC9473494 | biostudies-literature | 2022 Sep

REPOSITORIES: biostudies-literature