Mechanistic Interrogation of Co/Ni-Dual Catalyzed Hydroarylation.

ABSTRACT: Cobalt/nickel-dual catalyzed hydroarylation of terminal olefins with iodoarenes builds complexity from readily available starting materials, with a high preference for the Markovnikov (branched) product. Here, we advance a mechanistic model of this reaction through the use of reaction progress kinetic analysis (RPKA), radical clock experiments, and stoichiometric studies. Through exclusion of competing hypotheses, we conclude that the reaction proceeds through an unprecedented alkylcobalt to nickel direct transmetalation. Demonstration of catalytic alkene prefunctionalization, via spectroscopic observation of an organocobalt species, distinguishes this Csp²-Csp³ cross-coupling method from a conventional transmetalation process, which employs a stoichiometric organomet

SUBMITTER: Shevick SL 

PROVIDER: S-EPMC6329606 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature