Ligand-Dependent Scope and Divergent Mechanistic Behavior in Nickel-Catalyzed Reductive Couplings of Aldehydes and Alkynes

Gireesh M. Mahandru, Gang Liu, and John Montgomery*
Department of Chemistry, Wayne State University, Detroit, Michigan 48202
J. Am. Chem. Soc., 2004, 126 (12), pp 3698–3699
DOI: 10.1021/ja049644n
Publication Date (Web): March 4, 2004
Copyright © 2004 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, jwm@chem.wayne.edu

Abstract

Abstract Image

A new procedure for catalytic reductive coupling of aldehydes and alkynes has been developed. The procedure uses Ni(COD)2 with an imidazolium carbene ligand as the catalyst and triethylsilane as the reducing agent. A crossover deuterium-labeling experiment illustrated that variants involving trialkyl phosphines and imidazolium carbene ligands with a nickel catalyst proceed by different mechanisms.

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History

  • Published In Issue March 31, 2004
  • Received January 20, 2004

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