Aziridino fullerene

A mixture of sulfonyl-azafulleroid 168 and sulfonylaziridino-fullerene 169 was obtained by reaction of sulfonyl azide with CgQ in o-dichlorobenzene at 160 °C (Scheme 4.30) [173]. The ratio of the two products depends on the substituent of the sulfonyl group. In all cases the aziridino fullerene can be obtained from the azafulleroids by irradiation. 

Banks et al. reported the formation of the expected [6,6]-closed aziridino-fullerene by the reaction of C6o and singlet oxycarbonylnitrenes [271], In addition, small amounts of unexpected closed [5,6]-closed adducts were postulated [272], In further investigations, Banks et al. studied the irradiation of C6o and ethyl azid-oformate 109 in benzene leading to a 4 1 mixture of two major products (Scheme... 

---