Premium
Redox‐Neutral Nickel(II) Catalysis: Hydroarylation of Unactivated Alkenes with Arylboronic Acids
Author(s) -
Wang DaoMing,
Feng Wang,
Wu Yichen,
Liu Tao,
Wang Peng
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202009195
Subject(s) - chemistry , catalysis , diimine , redox , protonation , nickel , catalytic cycle , combinatorial chemistry , ligand (biochemistry) , photochemistry , substrate (aquarium) , organic chemistry , ion , biochemistry , receptor , oceanography , geology
Reported here is the discovery of a redox‐neutral Ni II /Ni II catalytic cycle which is capable of the linear‐selective hydroarylation of unactivated alkenes with arylboronic acids for the first time. This novel catalytic cycle, enabled by the use of an electron‐rich diimine ligand, features broad substrate scope, and excellent functional‐group and heterocycle compatibility under mild reaction conditions in the absence of additional oxidants and reductants. Mechanistic investigations using kinetic analysis and deuterium‐labelling experiments revealed the protonation to be the rate‐determining step in this redox‐neutral catalysis, and the reversible chain‐walking nature of the newly developed diimine‐Ni catalyst.