Copper(<scp>i</scp>)-catalyzed heteroannulation of [60]fullerene with ketoxime acetates: preparation of novel 1-fulleropyrrolines

Abstract

A cuprous bromide-catalyzed heteroannulation reaction of [60]fullerene with ketoxime acetates has been exploited to prepare novel 1-fulleropyrrolines through the cleavage of N-O and C-H bonds and formation of C-C and C-N bonds under thermal conditions. A plausible mechanism for the formation of 1-fulleropyrrolines is proposed on the basis of the experimental results. The electrochemistry of the obtained products has also been investigated.