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Highly Reactive, Single‐Component Nickel Catalyst Precursor for Suzuki–Miyuara Cross‐Coupling of Heteroaryl Boronic Acids with Heteroaryl Halides
Author(s) -
Ge Shaozhong,
Hartwig John F.
Publication year - 2012
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.201207428
Subject(s) - halide , chemistry , nitrogen , sulfur , catalysis , boronic acid , ferrocene , nickel , compatibility (geochemistry) , combinatorial chemistry , component (thermodynamics) , organic chemistry , materials science , electrode , electrochemistry , physics , composite material , thermodynamics
One for all : The coupling of a range of nitrogen‐ and sulfur‐containing heteroaryl halides with five‐membered nitrogen‐, oxygen‐, and sulfur‐containing heteroaryl boronic acids were achieved in high yields with only 0.5 mol % of the single‐component nickel precatalyst [(dppf)NiCl(cinnamyl)] (dppf=1,1′‐bis(diphenylphosphanyl)ferrocene). The reaction demonstrates good functional group compatibility, and is easily conducted on a large scale without a dry box.