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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

Gereon Altenhoff, Richard Goddard, Christian W. Lehmann, Frank Glorius*

*Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Straße, 35032 Marburg, Germany, Email:

G. Altenhoff, R. Goddard, C. W. Lehmann, F. Glorius, Angew. Chem. Int. Ed., 2003, 42, 3690-3693.

DOI: 10.1002/anie.200351325 (free Supporting Information)


A highly efficient catalyst system for the room-temperature Suzuki coupling of hindered and unhindered, activated and deactivated aryl chlorides and aryl boronic acids was developed. It is anticipated that other metal-catalyzed reactions will benefit from ligands with flexible steric bulk.

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conformations of NHC ligand

Key Words

biaryls, carbene ligands, C-C coupling, cross-coupling, palladium, Suzuki Coupling

ID: J06-Y2003-580