[5,6]-Open Methanofullerene Derivatives of I_h-C_(80)

摘要

The synthesis of novel endohedral metallofullerene (EMF) derivatives has attracted considerable attention, mainly because of their exceptional electronic properties. The exploration of new derivatization protocols to increase their solubility and processability is crucial to expand the range of potential applications of these compounds.In general, EMFs show low reactivity owing to the pronounced stabilization that results from extensive charge transfer between the encapsulated metal cluster and the carbon cage. It is well-known that cycloaddition reactions, such as 1,3-dipolar cyclo-addition reactions of azomethine ylides,Diels-Alder reactions and [2+2] cycloaddition/reactions proceed ,well with trimetallic nitride endohedrals only if a large excess of the reagents and long reaction times are used. An interesting observation concerning the most studied EMF, Sc3N@4-C_(80), is its lack of reactivity under regular Bingel-Hirsch conditions. Sc3N@4-C_(80) reacts only in the presence of dimethyl formamide.