Chiral PEPPSI Complexes: Synthesis, Characterization, and Application in Asymmetric Suzuki–Miyaura Coupling Reactions
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AbstractPEPPSI complexes incorporating chiral N-heterocyclic carbene (NHC) ligands based on 2,2-dimethyl-1-(o-substituted aryl)propan-1-amines were synthesized. Two complexes, with one saturated and one unsaturated NHC ligand, were structurally characterized. The chiral PEPPSI complexes were used in asymmetric Suzuki-Miyaura reactions, giving atropisomeric biaryl products in modest to good enantiomeric ratios. © 2013 American Chemical Society.
CitationBenhamou L, Besnard C, Kündig EP (2014) Chiral PEPPSI Complexes: Synthesis, Characterization, and Application in Asymmetric Suzuki–Miyaura Coupling Reactions. Organometallics 33: 260–266. Available: http://dx.doi.org/10.1021/om4009982.
SponsorsWe thank the Swiss National Science Foundation and the University of Geneva for financial support, Stephane Rosset and Prof. Alexandre Alexakis (Geneva) for the use of their supercritical fluid chromatography (SFC) equipment, and Prof. Luigi Cavallo (Salerno and KAUST) for advice on the calculation of %Vbur.
PublisherAmerican Chemical Society (ACS)