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Updated: Apr 15, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Oxidative deamination of azafulleroids into C60 by peracids
Naohiko Ikuma1, Koichi Fujioka, Yusuke Misawa
1Division of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan. ikuma@chem.eng.osaka-u.ac.jp.
Abstract:
Oxidation of azafulleroids with peracids regenerated C60 depending on the N-substituents. Alkyl-substituted azafulleroids preferred the oxidation of nitrogen to afford N-oxides as possible intermediates for C60 in moderate yields. Phenyl- and tosyl-substituted azafulleroids rather allowed the oxidation at the carbon cage. Theoretical calculations predicted the order of reactivity of azafulleroids as well as the relative N/C nucleophilicity.
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