Synthesis and Chiroptical Properties of Planar Chiral Azahelicenes Based on [2.2]Paracyclophane
Dan Xu, Wen‐Hua Zheng
Abstract
Three pairs of planar chiral heteroarenes were synthesized using palladium-catalyzed Buchwald-Hartwig coupling and hypervalent iodine-mediated oxidative cyclization from optically pure 4-amino[2.2]paracyclophane. Among them, an enantiomer of planar chiral azahelicene was found to have circularly polarized luminescence activity that was remarkably stronger than that of planar chiral heteroarenes.
Topics & Concepts
Hypervalent moleculeChemistryPlanarEnantiomerOxidative coupling of methaneCombinatorial chemistryPlanar chiralityLuminescencePalladiumStereochemistryOptically activeEnantioselective synthesisCrystallographyIodineCatalysisOrganic chemistryMaterials scienceOptoelectronicsComputer graphics (images)Computer scienceSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsAdvanced NMR Techniques and Applications