Chiral dendrophanes, dendro[2]rotaxanes, and dendro[2]catenanes: Synthesisand chiroptical phenomena

New chiral dendrimers with planar-chiral, cycloenantiomeric and topological ly chiral cores were prepared in yields of up to 90% starting from a racemi c 4-hydroxy[2.2]paracyclophane, a [2]rotaxane with sulfonamide groups in th e wheel and axle positions and [2]catenane with a sulfonamide group in both of its macrocycles. The separation of the racemic mixture of these dendrim ers was possible by HPLC on chiral stationary phases. The CD spectra of the dendro[2.2]phanes showed a hitherto unknown influence of the dendritic par t on the intensities of the Cotton effects. The chirality of these dendrime rs is dependent not only on its chiral elements but also on its dendritic w edges and their generation.