Synthesis of [60]Fullerene‐Functionalized Rotaxanes.

Abstract Synthesis of [60]fullerene (C 60 )-functionalized rotaxanes via Diels–Alder reactions with C 60 is described. Diels–Alder reaction of C 60 and sulfolene moiety as masked diene attached on the wheels of rotaxanes results in high yields of C 60 incorporation. Rotaxanes are prepared by tin-catalyzed urethane-forming end-capping reaction with isocyanate of pseudorotaxane having the wheel carrying C 60 functionality as introduced by the Diels–Alder reaction. The Diels–Alder reaction was accomplished as end-capping reaction between C 60 and pseudorotaxane bearing sultine moiety as masked diene on the axle terminal. A variety of C 60 -containing [2]rotaxanes was prepared in moderate to good yields by these Diels–Alder protocols.