Premium
Synergistic Effect of a Bis(proazaphosphatrane) in Mild Palladium‐Catalyzed Direct α‐Arylations of Nitriles with Aryl Chlorides
Author(s) -
Han Kim So,
Jang Wonseok,
Kim Min,
Verkade John G.,
Kim Youngjo
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402466
Subject(s) - chemistry , palladium , aryl , ligand (biochemistry) , catalysis , combinatorial chemistry , medicinal chemistry , organic chemistry , biochemistry , alkyl , receptor
The effect of a bis(proazaphosphatrane) ligand on the palladium‐catalyzed direct α‐arylation of nitriles with various aryl chlorides under mild conditions is reported. Comparisons of the catalytic properties of this ligand with those of three related mono(proazaphosphatrane)s under the same reaction conditions revealed that bis(proazaphosphatrane) displayed a synergistically enhanced activity. In the presence of the bis(proazaphosphatrane) ligand, ethyl cyanoacetate and primary as well as secondary nitriles were efficiently coupled with a wide variety of aryl chlorides that contained electron‐rich, electron‐poor, and electron‐neutral groups.