IBiox[(-)-menthyl]: a sterically demanding chiral NHC ligand.
An exceedingly sterically demanding, rigid, and chiral NHC ligand, IBiox[(-)-menthyl] (1), was prepared and structurally characterized. With a buried volume of approximately 50%, this ligand arguably represents one of the most sterically demanding monodentate ligands. The ability to use aryl chloride substrates in intramolecular palladium-catalyzed alpha-arylations reveals its unique reactivity. Moreover, C(2)-symmetric 1 allows the highly enantioselective formation of oxindoles with up to 99% ee.
Würtz
Sebastian
S
Organisch-Chemisches Institut der Westfälischen Wilhelms-Universität Munster, Corrensstrasse 40, 48149 Münster, Germany.
Lohre
Claudia
C
Fröhlich
Roland
R
Bergander
Klaus
K
Glorius
Frank
F