Ring Walking Mediated by Ni-Ni Species as a Vehicle for Enabling Distal C(sp2)-H Functionalization of Aryl Pivalates

J Am Chem Soc. 2024 Jan 10;146(1):112-117. doi: 10.1021/jacs.3c12497. Epub 2023 Dec 28.

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(sp2)-H sites of simple aryl pivalates.