Synthesis and Chemical Reactivity of Tetrahydrofullerene Epoxides with Both Amino and Aryl Addends
2015-04-17T00:00:00Z (GMT) by
Tetrahydrofullerene epoxides C<sub>60</sub>(O)Ar<sub><i>n</i></sub>(NR<sub>2</sub>)<sub>4–<i>n</i></sub>, <i>n</i> = 1, 2, have been prepared by treating 1,4-adducts C<sub>60</sub>(OH)Ph and C<sub>60</sub>(Tol)<sub>2</sub> 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.
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