| Abstract: | New chiral 1]rotaxanes with aromatic bridges were prepared in yields up to 72% starting from a 2]rotaxane with sulfonamide groups in wheel and axle. The X‐ray structures of the parent 2]rotaxane 1 and of the three 1]rotaxanes 3e , g , h were solved which show networks of H‐bonds between wheel and axle. The separation of the racemic mixtures of four of the 1]rotaxanes, i.e., of 3a , b , d , e , was possible with HPLC on Chiralcel OD. The aromatic chromophores in the bridges lead to a considerable enhancement of the intensities of the molar CD as compared to the analogues with aliphatic bridges. In one case ( 3d ), the Cotton effects are as strong as those usually found in helicenes. |
