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Synfacts 2010(11): 1293-1293  
DOI: 10.1055/s-0030-1258718
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Nickel-Catalyzed Reductive Dimerization of Alkyl Halides

Contributor(s): Paul Knochel, Thomas Kunz
M. R. Prinsell, D. A. Everson, D. J. Weix*
University of Rochester, USA
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Publication History

Publication Date:
21 October 2010 (online)

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Significance

This work reports the first direct ­reductive dimerization of alkyl halides, alkyl mesylates, alkyl trifluoroacetates, and allylic acetates. The reaction requires only low loads of the nickel catalyst (0.5-5 mol%). For alkyl chlorides and alkyl mesylates, the addition of sodium iodide (50 mol%) greatly improves conversion rate and yield.