Design of New Ligands for the Palladium-Catalyzed Arylation of α-Branched Secondary Amines
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Author(s) • • •
Park, Nathaniel Hamilton
Vinogradova, Ekaterina V.
Surry, David S
Buchwald, Stephen Leffler
Date Issued
April 2015
Journal
Angewandte Chemie International Edition
Publisher
Wiley Blackwell
Citation
Park, Nathaniel H. et al. “Design of New Ligands for the Palladium-Catalyzed Arylation of α-Branched Secondary Amines.” Angewandte Chemie International Edition 54.28 (2015): 8259–8262.
Version
Author's final manuscript
Abstract
In Pd-catalyzed C[BOND]N cross-coupling reactions, α-branched secondary amines are difficult coupling partners and the desired products are often produced in low yields. In order to provide a robust method for accessing N-aryl α-branched tertiary amines, new catalysts have been designed to suppress undesired side reactions often encountered when these amine nucleophiles are used. These advances enabled the arylation of a wide array of sterically encumbered amines, highlighting the importance of rational ligand design in facilitating challenging Pd-catalyzed cross-coupling reactions.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1002/anie.201502626