Design and preparation of new palladium precatalysts for C–C and C–N cross-coupling reactions
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Buchwald_Design and.pdf
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Author(s)
Bruno, Nicholas C.
Tudge, Matthew T.
Buchwald, Stephen Leffler
Date Issued
August 2012
Journal
Chemical Science
Publisher
Royal Society of Chemistry
Citation
Bruno, Nicholas C., Matthew T. Tudge, and Stephen L. Buchwald. “Design and Preparation of New Palladium Precatalysts for C–C and C–N Cross-Coupling Reactions.” Chemical Science 4, no. 3 (2013): 916.
Version
Author's final manuscript
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1039/c2sc20903a
