IBiox [(−)-menthyl]: A Sterically Demanding Chiral NHC Ligand

…, R Fröhlich, K Bergander, F Glorius

Index: Wuertz, Sebastian; Lohre, Claudia; Froehlich, Roland; Bergander, Klaus; Glorius, Frank Journal of the American Chemical Society, 2009 , vol. 131, p. 8344 - 8345

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Citation Number: 133

Abstract

An exceedingly sterically demanding, rigid, and chiral NHC ligand, IBiox [(−)-menthyl](1), was prepared and structurally characterized. With a buried volume of∼ 50%, this ligand arguably represents one of the most sterically demanding monodentate ligands. The ability to use aryl chloride substrates in intramolecular palladium-catalyzed α-arylations reveals its unique reactivity. Moreover, C 2-symmetric 1 allows the highly enantioselective formation ...