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[2+1] Cycloaddition of Nitrene onto C60 Revisited: Interconversion between an Aziridinofullerene and an Azafulleroid

Authors


  • We thank Dr. H. Sawa for his experimental help at the Photon Factory. We also thank T. Wakahara for interesting discussions. This work was supported in part by a Grant-in-Aid and the 21st Century COE Program, Nanotechnology Support Project, The Next Generation Super Computing Project (Nanoscience Project), and Scientific Research on Priority Area from the Ministry of Education, Culture, Sports, Science, and Technology of Japan.

Abstract

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An open and closed case: The reversible interconversion of a [1,2]aziridinofullerene and a [1,6]azafulleroid represents the first such example for a monosubstituted fullerene. While the [1,2]aziridinofullerene rearranges thermally to the [1,6]azafulleroid, the [1,6]azafulleroid rearranges photochemically to the [1,2]aziridinofullerene in high yield (see picture).

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