31158-32-4Relevant articles and documents
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Ganguly,Mukherji
, p. 1003 (1951)
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Less hindered ligands give improved catalysts for the nickel catalysed Grignard cross-coupling of aromatic ethers
Harkness, Gavin J.,Clarke, Matthew L.
, p. 328 - 334 (2018/01/12)
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.
Iron-catalyzed coupling of aryl sulfamates and aryl/vinyl tosylates with aryl grignards
Agrawal, Toolika,Cook, Silas P.
supporting information, p. 5080 - 5083 (2014/12/11)
The iron-catalyzed coupling of aryl sulfamates and tosylates with aryl Grignard reagents is reported for the first time. The methodology employs air-stable, low-cost FeF3·3H2O and the N-heterocyclic carbene ligand IPr·HCl as the preligand to form a long-lived catalyst upon treatment with aryl Grignards. The reaction provides a range of cross-coupled products in good-to-excellent yields. In contrast to previous reports with aryl chlorides, these reactions proceed with low levels of Grignard homocoupling regardless of the iron source.
