Self-Assembly of the First Fullerene-Containing Catenane (pages 1448–1451)
Peter R. Ashton, Prof. Dr. François Diederich, Marcos Gómez-López, Dr. Jean-François Nierengarten, Dr. Jon A. Preece, Dr. Françisco M. Raymo and Prof. J. Fraser Stoddart
Article first published online: 22 DEC 2003 | DOI: 10.1002/anie.199714481
An aromatic crown ether tethered to C60 is a template for the formation of the catanene shown on the right, in which cyclobis(paraquat-p-phenylene) cyclophane becomes mechanically interlocked with the fullerene-appended macrocyclic polyether. Since the hydroquinone ring connecting the bis(p-phenylene)-crown-10 to C60 behaves as a π-electron-rich exo donor and undergoes additional interactions with the electron-accepting C60 moiety, this first fullerene catenane boasts an unprecedented intramolecular acceptor–donor–acceptor—donor–acceptor stack.