Hydrolysis-Initiated Domino Process on the Rim of Open-Cage C60 Derivatives Including Decarbonylation and Double Dehydration.

Hydrolysis of an open-cage C60 derivative in a mixture of HCl/AcOH/H2 O resulted in removal of two hydroxyl groups, one carbonyl group and one aniline group in one step. A domino mechanism is proposed for the process. The newly formed open-cage C60 derivative has three carbonyl groups on the rim of the orifice, one of which could be converted into an oxime group by treatment with hydroxylamine.