Regiocontrolled Synthesis of 1,2-Di(organo)fullerenes via Copper-Assisted 1,4-Aryl Migration from Silicon to Carbon

A concise and efficient way to generate fullerene cationic species through the oxidation of a fullerene radical or a fullerene anion with a Cu(II) salt has been developed. It was demonstrated that the cationic fullerene is useful for functionalization of fullerene, in particular, for the synthesis of noncyclic 1,2-di(organo)[60]fullerene derivatives that can be selectively prepared through intramolecular 1,4-aryl migration of an aryl group from a silicon atom to the fullerene core.

本研究开发了一种通过二价铜盐氧化富勒烯自由基或富勒烯阴离子，以简洁高效制备富勒烯阳离子物种的方法。研究证实，富勒烯阳离子可应用于富勒烯的官能化改性，尤其适用于非环式1,2-二(有机基团)[60]富勒烯衍生物的合成；该类衍生物可通过芳基从硅原子向富勒烯骨架的分子内1,4-芳基迁移反应实现选择性制备。