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Negishi Cross-Coupling

(Negishi Coupling, Negishi Reaction)

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr456

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Negishi Cross-Coupling. Comprehensive Organic Name Reactions and Reagents. 456:2029–2034.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

The palladium or nickel-catalyzed coupling between an aryl or alkenylzinc, zirconium or aluminum reagent and an alkenyl or aryl halide or triflate; specifically, it is an organozinc reagent-mediated coupling with an alkenyl or aryl halides/triflates and is generally known as the Negishi cross-coupling. This reaction can tolerate a variety of functional groups and commonly catalyzed by a transition metal of palladium or nickel with triaryl or trialkyl phosphines as ligands. It has also been observed that the ligand has a substantial impact on the course of the Negishi cross-coupling. This reaction has been modified for various conditions and is applied for the formation of C-C bonds.

Keywords:

  • palladium;
  • aryl halide;
  • phosphine;
  • Pd-N-heterocyclic carbene (NHC)