Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 51, Issue 14, Pages 3314-3332Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201106131
Keywords
bulky ligands; cross-coupling; homogeneous catalysis; N-heterocyclic carbenes; PEPPSI
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Palladium-catalyzed cross-coupling reactions enable organic chemists to form C?C bonds in targeted positions and under mild conditions. Although phosphine ligands have been intensively researched, in the search for even better cross-coupling catalysts attention has recently turned to the use of N-heterocyclic carbene (NHC) ligands, which form a strong bond to the palladium center. PEPPSI (pyridine-enhanced precatalyst preparation, stabilization, and initiation) palladium precatalysts with bulky NHC ligands have established themselves as successful alternatives to palladium phosphine complexes. This Review shows the success of these species in SuzukiMiyaura, Negishi, and StilleMigita cross-couplings as well as in amination and sulfination reactions.
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