Chemistry Letters, Vol.36, No.1, 162-163, 2007
Catalytic asymmetric synthesis and optical resolution of planar chiral rotaxane
Planar chiral rotaxanes were synthesized from crown ether and secondary ammonium salt via trialkylphosphane-catalyzed acylative end-capping. Their optical resolution was achieved by chiral HPLC after acylative neutralization of the ammonium group. When optically active trialkylphosphane 2 was used as the chiral acylation catalyst, optically active rotaxane (4.4% ee) was obtained.