Nickel‐Catalyzed Cross‐Coupling of (Hetero)aryl Chlorides with Aryllithium Compounds

Abstract

AbstractThe nickel pincer complexes [Ni(Cl){N(2‐R2PC6H4)(2′‐Me2NC6H4)}] (R=Ph, 1 a; R=iPr, 1 b; R=Cy, 1 c) were demonstrated to catalyze cross‐coupling of aryl or heteroaryl chlorides with aryllithium compounds under mild reaction conditions. The catalytic activity of 1 a was highest and resulted in biaryl products in 23–96 % yields. A series of aryl chlorides including deactivated ones, such as 1‐chloro‐4‐methoxybenzene, 4‐chloro‐N,N‐dimethylaniline, and 1‐chloro‐4‐methylbenzene, and heteroaryl chlorides, including 2‐ and 3‐chloropyridine, 2‐chloro‐4‐methylquinoline, 2‐chlorothiophene, 2‐chlorobenzofuran, 2‐chlorobenzo[d]oxazole, and 2‐chlorobenzo[d]thiazole, were used in this coupling reaction.