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Aryl Trifluoroborates in Suzuki–Miyaura Coupling: The Roles of Endogenous Aryl Boronic Acid and Fluoride
Author(s) -
Butters Mike,
Harvey Jeremy N.,
Jover Jesus,
Lennox Alastair J. J.,
LloydJones Guy C.,
Murray Paul M.
Publication year - 2010
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.201001522
Subject(s) - aryl , boronic acid , reagent , bromide , fluoride , hydrolysis , chemistry , combinatorial chemistry , organic chemistry , suzuki reaction , computer science , inorganic chemistry , alkyl
Undercover agents : The biaryl coupling of an aryltrifluoroborate with an aryl bromide involves in situ hydrolysis of the boron reagent. The hydrolysis products are key components in ensuring that the reaction proceeds with high efficiency and avoids the extensive generation of undesired phenolic and homocoupling side products.