title: Rational ligand design for the arylation of hindered primary amines guided by reaction progress kinetic analysis.
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.
authors: Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
authors: Paula
authors: P
authors: Ruiz-Castillo
authors: Donna G
authors: DG
authors: Blackmond
authors: Stephen L
authors: SL
authors: Buchwald
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D015195:Drug Design; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D007700:Kinetics; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D010084:Oxidation-Reduction
chemical_list: D000588:Amines; D006841:Hydrocarbons, Aromatic; D008024:Ligands
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