Nickel Hydride Catalyzed Remote Hydroarylation of Olefins

Abstract

Metal hydride-catalyzed remote hydrofunctionalization has attracted extensive attention in the past decade, as it provides a complementary approach for selective functionalization of remote C(sp3)–H bonds. Recently, a wide variety of olefinic remote hydrofunctionalizationation reactions have been realized through the synergistic combination of NiH-catalyzed chain-walking and Ni-catalyzed cross-coupling. In this personal account we discuss our recent achievement in the remote hydroarylation of olefins as well as our recent achievement in asymmetric hydroarylation.

NiH-catalyzed C–N bond formation: insights and advancements in hydroamination of unsaturated hydrocarbons

“…The rise of NiH catalysis has notably shied the landscape of this eld. [48][49][50][51][52][53][54][55][56][57][58][59] While nickel has historically been valued as a competitive alternative to precious metals like palladium and platinum due to its catalytic properties, recent applications have elevated its signicance beyond being merely costeffective. The comparative analysis of CuH and NiH in hydroamination and hydroamidation reactions reveals their unique chemical properties and reactivities.…”

Nickel-Catalyzed Hydrofluorination in Unactivated Alkenes: Regio- and Enantioselective C–F Bond Formation

“…A key element of our strategy is the utilization of NiH to enable insertion across alkenes, − thereby generating organonickel intermediates in a regio- and enantioselective fashion utilizing a specially tailored chiral ligand. In this article, we present the successful development of a mild yet powerful NiH catalytic system, designed for regio- and enantioselective formation of a C–F bond (Figure d).…”