应用化学 ›› 2017, Vol. 34 ›› Issue (5): 489-501.DOI: 10.11944/j.issn.1000-0518.2017.05.160477

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氢氧根和烷氧基负离子含氧亲核试剂在富勒烯衍生化中的应用

赫法贵ab,高翔a*()   

  1. a中国科学院长春应用化学研究所,电分析化学国家重点实验室 长春 130022
    b中国科学院大学 北京 100039
  • 收稿日期:2016-11-28 接受日期:2017-02-14 出版日期:2017-05-02 发布日期:2017-05-02
  • 通讯作者: 高翔
  • 基金资助:
    国家自然科学基金(21472183)吉林省科技发展计划项目(20170101172JC)资助

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)

摘要:

富勒烯衍生化合物在有机光电、生物医学等领域表现出良好应用前景,相关的富勒烯衍生化方法研究引起了广泛关注,近年来发展迅速。 富勒烯由于具有较强的缺电子性质,容易与亲核试剂反应。 但相比于碳亲核试剂,含氧亲核试剂与富勒烯的反应发展缓慢,长期被忽略。 我们结合本课题组最近开展的工作,对OH-与MeO-含氧亲核试剂参与的富勒烯衍生化反应的最新进展进行了总结,并对反应机理进行了较为详尽的阐述,为进一步扩展富勒烯衍生化方法提供参考。

关键词: 富勒烯, 含氧亲核试剂, 杂环化合物, 反应机理, 空间选择性

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