Abstract
AbstractAn open‐cage fullerene derivative with a pyranone and a diiminopentanone moiety was prepared. Further reaction with aniline could convert the pyranone moiety into a pyrrole moiety through the pyridinone moiety as an intermediate. During the process, decarboxylation and dehydroxylation aromatization reactions also took place on the diiminopentanone moiety and the two adjacent hydroxyl groups, thus forming iminofuran or pyrrolone moiety on the rim of the open‐cage fullerene. Protonation experiment showed that the imino nitrogen atom on the rim of the orifice is more basic than the pyrrole nitrogen atom. The lone pair of the pyrrole nitrogen is partially conjugated with the π system of the fullerene cage as shown by single crystal X‐ray structures.
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