Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (5): 489-501.DOI: 10.11944/j.issn.1000-0518.2017.05.160477

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Application of Oxygen Nucleophiles Hydroxyl and Alkoxide Anions in Derivatization of Fullerenes

HE Faguiab,GAO Xianga*()   

  1. aState Key Laboratory of Electroanalytical Chemistry,Changchun Institute of Applied Chemistry,Chinese Academy of Sciences,Changchun 130022,China
    bUniversity of Chinese Academy of Sciences,Beijing 100039,China
  • Received:2016-11-28 Accepted:2017-02-14 Published:2017-05-02 Online:2017-05-02
  • Contact: GAO Xiang
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21472183), Jilin Provincial Science and Technology Department(No.20170101172JC)

Abstract:

Due to the promising potentials shown by fullerene derivatives for applications in the areas of organic photovoltaics, biology and medicine, derivatization of fullerenes has attracted great interest and a range of methods are well developed. It is typical for fullerenes to undergo reactions with nucleophiles due to their strong electron-deficiency. However, compared to carbon nucleophiles, reactions of oxygen nucleophiles with fullerenes have received less attentions. Herein, combined with our previous work, the use of hydroxyl anion(OH-) and alkoxide anion(MeO-) in the derivatization of fullerenes is reviewed, and the related reaction mechanisms are discussed, which may shed light on exploring new methods for fullerene derivatization.

Key words: fullerenes, oxygen nucleophiles, heterocyclic compounds, reaction mechanism, regioselectivity