Organic chemistry with heterofullerenes: photosensitized oxygenation of alkenes

Org Lett. 2000 Nov 16;2(23):3551-4. doi: 10.1021/ol0002121.

Abstract

Heterofullerenes C(59)HN and (C(59)N)(2) sensitize the reaction of olefins with molecular oxygen under photolytic conditions. 2-Methyl-2-butene and alpha-terpinene undergo ene and Diels-Alder photooxygenation reactions, respectively, even in the presence of minute amounts of azafullerenes to produce the corresponding peroxides.