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Issue 3, 2013
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Design and preparation of new palladium precatalysts for C–C and C–N cross-coupling reactions

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Abstract

A series of easily prepared, phosphine-ligated palladium precatalysts based on the 2-aminobiphenyl scaffold have been prepared. The role of the precatalyst-associated labile halide (or pseudohalide) in the formation and stability of the palladacycle has been examined. It was found that replacing the chloride in the previous version of the precatalyst with a mesylate leads to a new class of precatalysts with improved solution stability and that are readily prepared from a wider range of phosphine ligands. The differences between the previous version of precatalyst and that reported here are explored. In addition, the reactivity of the latter is examined in a range of C–C and C–N bond forming reactions.

Graphical abstract: Design and preparation of new palladium precatalysts for C–C and C–N cross-coupling reactions

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Publication details

The article was received on 06 Jul 2012, accepted on 17 Aug 2012 and first published on 20 Aug 2012


Article type: Edge Article
DOI: 10.1039/C2SC20903A
Citation: Chem. Sci., 2013,4, 916-920
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    Design and preparation of new palladium precatalysts for C–C and C–N cross-coupling reactions

    N. C. Bruno, M. T. Tudge and S. L. Buchwald, Chem. Sci., 2013, 4, 916
    DOI: 10.1039/C2SC20903A

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