Ring Walking Mediated by Ni–Ni Species as a Vehicle for Enabling Distal C(sp<sup>2</sup>)–H Functionalization of Aryl Pivalates
Carlota Odena, Enrique Gómez‐Bengoa, Rubén Martı́n
Abstract
Herein, we report the utilization of Ni–Ni species as a manifold for enabling a “ring-walking” event by dynamic translocation of the metal center over the arene backbone. Experimental and computational studies support a translocation occurring via a 1,2-hydride shift. The synthetic applicability of the method is illustrated in a series of C–C bond formations that occur at distal C(sp 2 )–H sites of simple aryl pivalates.
Topics & Concepts
ChemistryArylRing (chemistry)Surface modificationHydrideStereochemistryNickelMetalManifold (fluid mechanics)Computational chemistryCrystallographyCombinatorial chemistryMedicinal chemistryOrganic chemistryPhysical chemistryMechanical engineeringAlkylEngineeringCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms