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Unparalleled Rates for the Activation of Aryl Chlorides and Bromides: Coupling with Amines and Boronic Acids in Minutes at Room Temperature
Author(s) -
Stambuli James P.,
Kuwano Ryoichi,
Hartwig John F.
Publication year - 2002
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.200290036
Subject(s) - aryl , chemistry , coupling (piping) , boronic acid , combinatorial chemistry , organic chemistry , polymer chemistry , materials science , alkyl , metallurgy
Exceptionally fast oxidative addition of an aryl chloride (or a deactivated aryl bromide) to the active Pd 0 center, which is ligated by sterically demanding phosphanes, occurs during coupling reactions catalyzed by air‐stable Pd I dimers as shown in the scheme. As a result, the reactions of aryl chlorides and bromides with amines and boronic acids at room temperature are complete within a few minutes. 1‐Ad=1‐adamantyl.