Convergent Synthesis of a Polyfunctionalized Fullerene by Regioselective Five-Fold Addition of a Functionalized Organocopper Reagent to C_(60)

摘要

A method for one-step preparation of polyfunctionalized fullerene derivatives by regioselective penta-addition of an organocopper reagent is described.A functionalized aryl iodide is first converted to the corresponding Grignard reagent and then to a copper reagent and finally is allowed to react with C_(60).The method allows introduction of five functional groups to the C_(60) skeleton in a convergent manner.The shuttlecock-like molecules crystallize into a columnar packing structure.