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Design of New Ligands for the Palladium‐Catalyzed Arylation of α‐Branched Secondary Amines
Author(s) -
Park Nathaniel H.,
Vinogradova Ekaterina V.,
Surry David S.,
Buchwald Stephen L.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201502626
Subject(s) - nucleophile , palladium , steric effects , catalysis , amine gas treating , chemistry , ligand (biochemistry) , combinatorial chemistry , aryl , coupling reaction , primary (astronomy) , rational design , coupling (piping) , organic chemistry , nanotechnology , materials science , astronomy , biochemistry , alkyl , receptor , physics , metallurgy
In Pd‐catalyzed CN 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.