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An N‐Heterocyclic Carbene Ligand with Flexible Steric Bulk Allows Suzuki Cross‐Coupling of Sterically Hindered Aryl Chlorides at Room Temperature
Author(s) -
Altenhoff Gereon,
Goddard Richard,
Lehmann Christian W.,
Glorius Frank
Publication year - 2003
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.200351325
Subject(s) - steric effects , carbene , transmetalation , ligand (biochemistry) , aryl , chemistry , combinatorial chemistry , organic chemistry , catalysis , biochemistry , alkyl , receptor
A juggling act : The steric bulk of the ligand enhances reductive elimination in the Pd‐catalyzed Suzuki cross‐coupling. However, it impedes the oxidative addition and transmetallation of sterically hindered substrates. This dilemma is solved with the carbene ligand 1 , which exhibits flexible steric bulk.