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Rational Ligand Design for the Arylation of Hindered Primary Amines Guided by Reaction Progress Kinetic Analysis

Author(s)
Blackmond, Donna G.; Ruiz-Castillo, Paula; Buchwald, Stephen Leffler
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Abstract
We report the Pd-catalyzed arylation of very hindered α,α,α-trisubstituted primary amines. Kinetics-based mechanistic analysis and rational design have led to the development of two biarylphosphine ligands that allow the transformation to proceed with excellent efficiency. The process was effective in coupling a wide range of functionalized aryl and heteroaryl halides under mild conditions.
Date issued
2015-02
URI
http://hdl.handle.net/1721.1/110444
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Ruiz-Castillo, Paula, Donna G. Blackmond, and Stephen L. Buchwald. “Rational Ligand Design for the Arylation of Hindered Primary Amines Guided by Reaction Progress Kinetic Analysis.” Journal of the American Chemical Society 137.8 (2015): 3085–3092. © 2015 American Chemical Society
Version: Final published version
ISSN
0002-7863
1520-5126

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