Ni(COD)(DMFU): A Heteroleptic 16-Electron Precatalyst for 1,2-Diarylation of Alkenes

Author:

Engle Keary M.1ORCID,Kim Nana1,Tran Van T.1,Apolinar Omar1,Wisniewski Steven R.2,Eastgate Martin D.2

Affiliation:

1. Department of Chemistry, The Scripps Research Institute

2. Chemical & Synthetic Development, Bristol Myers Squibb

Abstract

AbstractElectron-deficient olefin (EDO) ligands are known to promote a variety of nickel-catalyzed cross-coupling reactions, presumably by accelerating the reductive elimination step and preventing undesired β-hydride elimination. While there is a growing body of experimental and computational evidence elucidating the beneficial effects of EDO ligands, significant gaps remain in our understanding of the underlying coordination chemistry of the Ni–EDO species involved. In particular, most procedures rely on in situ assembly of the active catalyst, and there is a paucity of preligated Ni–EDO precatalysts. Herein, we investigate the 16-electron, heteroleptic nickel complex, Ni(COD)(DMFU), and examine the performance of this complex as a precatalyst in 1,2-diarylation of alkenes.

Funder

National Science Foundation

Bristol Myers Squibb

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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