[2+1] Cycloaddition of Nitrene onto C 60  Revisited: Interconversion between an Aziridinofullerene and an Azafulleroid | Zendy

Nakahodo Tsukasa | Zendy; Okada Mitsunori | Zendy; Morita Hiroyuki | Zendy; Yoshimura Toshiaki | Zendy; Ishitsuka Midori O. | Zendy; Tsuchiya Takahiro | Zendy; Maeda Yutaka | Zendy; Fujihara Hisashi | Zendy; Akasaka Takeshi | Zendy; Gao Xingfa | Zendy; Nagase Shigeru | Zendy

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[2+1] Cycloaddition of Nitrene onto C 60 Revisited: Interconversion between an Aziridinofullerene and an Azafulleroid

Author(s) -

Nakahodo Tsukasa,

Okada Mitsunori,

Morita Hiroyuki,

Yoshimura Toshiaki,

Ishitsuka Midori O.,

Tsuchiya Takahiro,

Maeda Yutaka,

Fujihara Hisashi,

Akasaka Takeshi,

Gao Xingfa,

Nagase Shigeru

Publication year - 2008

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200704410

Subject(s) - nitrene , cycloaddition , chemistry , yield (engineering) , fullerene , catalysis , organic chemistry , physics , thermodynamics

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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