Synthesis of homoazafullerene [C59N(CH2)]R and azahomoazafullerene [C59N(NH)]R

Dan Xu; Yanbang Li; Ning Lou; Liangbing Gan

doi:10.1039/C7QO00098G

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Synthesis of homoazafullerene [C₅₉N(CH₂)]R and azahomoazafullerene [C₅₉N(NH)]R†

Dan Xu,^a Yanbang Li,^a Ning Lou^a and Liangbing Gan*^ab

Author affiliations

* Corresponding authors

^a Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China
E-mail: gan@pku.edu.cn

^b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China

Abstract

The selective insertion of a CH₂ or NH group at the 5,6-junction on the C₅₉N skeleton is achieved through the PCl₅ induced reaction of a CH₂OH or NHOH group on the cage to form [C₅₉N(CH₂)]R or [C₅₉N(NH)]R, respectively. Spectroscopic data and single crystal X-ray diffraction structure analysis confirmed the 5,6-open homoazafullerene structure.

This article is part of the themed collection: Novel π-electron molecular scaffolds

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Article information

DOI: https://doi.org/10.1039/C7QO00098G
Article type: Research Article
Submitted: 06 Feb 2017
Accepted: 15 Feb 2017
First published: 16 Feb 2017

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Org. Chem. Front., 2017,4, 750-754

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Synthesis of homoazafullerene [C₅₉N(CH₂)]R and azahomoazafullerene [C₅₉N(NH)]R

D. Xu, Y. Li, N. Lou and L. Gan, Org. Chem. Front., 2017, 4, 750 DOI: 10.1039/C7QO00098G

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