Less hindered ligands give improved catalysts for the nickel catalysed Grignard cross-coupling of aromatic ethers
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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.
Harkness , G J & Clarke , M L 2018 , ' Less hindered ligands give improved catalysts for the nickel catalysed Grignard cross-coupling of aromatic ethers ' , Catalysis Science & Technology , vol. 8 , no. 1 , pp. 328-334 . https://doi.org/10.1039/C7CY01205E
Catalysis Science & Technology
© 2017 the Authors. This work has been made available online in accordance with the publisher’s policies. This is the author created accepted version manuscript following peer review and as such may differ slightly from the final published version. The final published version of this work is available at: https://doi.org/ 10.1039/C7CY01205E
DescriptionThe authors thanks the EPSRC for funding in the initial stages of this work from EP/J018139/1 and from the DTG.
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