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Ligand‐Promoted Rhodium(III)‐Catalyzed ortho ‐C−H Amination with Free Amines
Author(s) -
Wang HuaiWei,
Lu Yi,
Zhang Bing,
He Jian,
Xu HuaJin,
Kang YanShang,
Sun WeiYin,
Yu JinQuan
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201703300
Subject(s) - amination , rhodium , chemistry , ligand (biochemistry) , catalysis , bond cleavage , palladium , combinatorial chemistry , medicinal chemistry , cyclopentadienyl complex , stereochemistry , organic chemistry , receptor , biochemistry
Ligand development for rhodium(III)‐catalyzed C−H activation reactions has largely been limited to cyclopentadienyl (Cp) based scaffolds. 2‐Methylquinoline has now been identified as a feasible ligand that can coordinate to the metal center of Cp*RhCl to accelerate the cleavage of the C−H bond of N ‐pentafluorophenylbenzamides, providing a new structural lead for ligand design. The compatibility of this reaction with secondary free amines and anilines also overcomes the limitations of palladium(II)‐catalyzed C−H amination reactions.