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Palladium‐Catalyzed Regioselective Diarylation of o ‐Carboranes By Direct Cage B−H Activation
Author(s) -
Quan Yangjian,
Xie Zuowei
Publication year - 2016
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.201507697
Subject(s) - regioselectivity , palladium , chemistry , catalysis , intermolecular force , selectivity , cage , medicinal chemistry , combinatorial chemistry , organic chemistry , molecule , mathematics , combinatorics
Palladium‐catalyzed intermolecular coupling of o ‐carborane with aromatics by direct cage B−H bond activation has been achieved, leading to the synthesis of a series of cage B(4,5)‐diarylated‐ o ‐carboranes in high yields with excellent regioselectivity. Traceless directing group ‐COOH plays a crucial role for site‐ and di‐selectivity of such intermolecular coupling reaction. A Pd II –Pd IV –Pd II catalytic cycle is proposed to be responsible for the stepwise arylation.