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Rational ligand design for the arylation of hindered primary amines guided by reaction progress kinetic analysis

Academic Article
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Overview

authors

  • Ruiz-Castillo, P.
  • Blackmond, Donna
  • Buchwald, S. L.

publication date

  • March 2015

journal

  • Journal of the American Chemical Society  Journal

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.

subject areas

  • Amines
  • Catalysis
  • Crystallography, X-Ray
  • Drug Design
  • Hydrocarbons, Aromatic
  • Kinetics
  • Ligands
  • Models, Molecular
  • Molecular Conformation
  • Oxidation-Reduction
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Identity

PubMed Central ID

  • PMC4379963

International Standard Serial Number (ISSN)

  • 0002-7863

Digital Object Identifier (DOI)

  • 10.1021/ja512903g

PubMed ID

  • 25651374
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Additional Document Info

start page

  • 3085

end page

  • 3092

volume

  • 137

issue

  • 8

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