The first asymmetric Sonogashira coupling for the enantioselective generation of planar chirality in paracyclophanes

The double Sonogashira coupling of diiodoparacyclophanes with alkynes proceeded to give planarly chiral dialkynylparacyclophanes; a chiral Pd catalyst, which was prepared in situ from PdCl2(CH3CN)(2) and Taniaphos, realized the first asymmetric Sonogashira coupling with up to ca. 80% ee.