Tether-directed synthetic approach to fullerene multiple adducts and investigation of their metal binding

摘要: Tether-directed selective synthesis of fullerene multiple adducts is a key step in the study of their properties and applications. This thesis describes our novel approach for tether-controlled multiple functionalization of fullerenes through nucleophilic cyclopropanation of malonates and azomethine ylide [3+ 2] cycloaddition, reactions known as the Bingel-Hirsch reaction and the Prato reaction. Macrocyclic polyether fullerenes with defined three-dimension geometry are prepared using tether-directed bis-and tris-cyclopropanation, and they are a new class of ionophores. Our tether-directed double Prato reactions to C 60 provide a general approach to prepare bisadducts with high selectivity and yield. This is the first systematic study of selective synthesis of fulleropyrrolidine bisadducts.