Synthesis and Chemical Reactivity of Tetrahydrofullerene Epoxides with Both Amino and Aryl Addends
journal contributionposted on 17.04.2015, 00:00 by Sisi Liang, Liang Xu, Liangbing Gan
Tetrahydrofullerene epoxides C60(O)Arn(NR2)4–n, n = 1, 2, have been prepared by treating 1,4-adducts C60(OH)Ph and C60(Tol)2 with cyclic secondary amines. The epoxy moieties in these mixed tetrahydrofullerene epoxides were hydrolyzed into the corresponding diol derivatives, which were further oxidized into diketone open-cage fullerenes with a 10-membered orifice. A few other reactions also showed that the present tetrahydrofullerene epoxides with both amino and aryl addends exhibit improved chemical reactivity over the tetraaminofullerene epoxide without any aryl group.