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Less hindered ligands give improved catalysts for the nickel catalysed Grignard cross-coupling of aromatic ethers

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Gavin J. Harkness, Matthew L. Clarke

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Abstract

The challenging reaction of unactivated ortho-substituted aromatic ethers with Grignard reagents has been found to be most effectively catalysed using nickel complexes of less sterically hindered ligands. Air stable, cheap, commercially available [NiCl2(PnBu3)2] stands out as an improved catalyst for this type of transformation. The improved results with this catalyst even extend to some couplings of a more activated substrate when examined at higher temperatures and at catalyst loadings down to 0.1 mol%. Unusual induction periods in these latter reactions have been related to the by-product magnesium salts acting as co-catalysts.
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Original languageEnglish
Pages (from-to)328-334
JournalCatalysis Science & Technology
Volume8
Issue number1
Early online date1 Dec 2017
DOIs
Publication statusPublished - 7 Jan 2018

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