Selective Nitration of Open‐Cage [60]Fullerene Derivatives by Ponzio Reaction

Abstract

The carbonyl group on the rim of open‐cage C60 derivative was converted into an oxime group when treated with hydroxylamine. Nitrogen tetroxide could convert the oxime group into gem‐dinitro groups, similar to the Ponzio reaction of classical organic compounds. Single crystal X‐ray diffraction data shows that one of the nitro group is directly above the orifice acting as an effective stopper. Presence of the gem‐dinitro groups also showed significant effect on the reactivity of other functional groups on the rim of the orifice.