Abstract
In this talk, we will present our recent progress in the electrochemical functionalizations of [60]fulleroindolines. The electrochemically generated dianions of [60]fulleroindolines react with electrophiles such as 1,2-bis(bromomethyl)benzene and phthaloyl chloride to 1,2,4,17-functionalized [60]fullerene derivatives with an unprecedented addition pattern, where the heterocycle is rearranged to a [5,6]-junction and the carbocycle is fused to an adjacent [6,6]-junction. Furthermore, the obtained tetra-functionalized compounds can be successively manipulated to 1,2,3,4,9,10-functionalized [60]fullerene derivatives with an intriguing “S”-shaped configuration via a novel electrochemical protonation.
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