Metal-Quinoid Carbene Chemistry: From Bonding to C–H Activation Catalysis
Chi‐Ming Che, Hai‐Xu Wang, Kai Wu
Abstract
This account summarizes our recent work on metal-quinoid carbene (QC) chemistry including (a) dirhodium-catalyzed QC C(sp2)–H insertion reactions enabled by a C-centered carbene-transfer reactivity, (b) the isolation, characterization, and dual reactivity of Ru(II) porphyrin QC complexes, and (c) iridium(III) porphyrin-catalyzed QC C(sp3)–H insertion reaction initiated by an O-centered hydrogen-atom transfer reactivity of metal–QC species. 1 Introduction 2 Catalytic Quinoid Carbene Insertions into C(sp2)–H Bonds Enabled by Carbene-Transfer Reactivity 3 Ruthenium(II) Porphyrin Quinoid Carbene Complexes and Dual Reactivity 4 Catalytic Quinoid Carbene Insertions into C(sp3)–H Bonds Enabled by Hydrogen-Atom-Transfer Reactivity 5 Perspective and Outlook