Issue 3, 2013

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

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

Supplementary files

Article information

Article type
Edge Article
Submitted
06 Jul 2012
Accepted
17 Aug 2012
First published
20 Aug 2012

Chem. Sci., 2013,4, 916-920

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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