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Progress in Chemistry 2011, Vol. 23 Issue (6): 1148-1164 Previous Articles   Next Articles

• Review •

Perfluoroalkylation of Fullerenes

Li Xiangzi1,2, Yu Rui1, Wei Xianwen1*   

  1. 1. College of Chemistry and Materials Science, Anhui Key Laboratory of Functional Molecular Solids, Anhui Normal University, Wuhu 241000, China;
    2. Department of Chemistry, Wannan Medical College, Wuhu 241000, China
  • Received: Revised: Online: Published:
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Perfluoroalkyl fullerenes have been became a kind of important derivatives in the field of fullerenes due to their high stabilities, high solubilities, increased electron-withdrawing property and decreased susceptibility to nucleophilic substitution. They can be used to synthesize more promising functional materials with unique optic, electronic and magnetic properties, and to explore some unknown fullerenes structures, especially for high fullerenes with poor solubility. Moreover, the research on perfluoroalkyl fullerenes also open a new direction for the derivatizations and functionalizitions of fullerenes. In this paper the progress on the synthesis, structures and properties of perfluoroalkyl fullerenes in recent years, including perfluoroalkylation of C60, C70, and high fullerenes is reviewed. Trifluoromethylation of all kinds of fullerenes is discussed in detailed. Firstly, some synthetic methods, separation strategies and research results are summed up. Secondly, the characteristic information such as infrared spectra data, ultraviolet spectra data, nuclear magnetic resonance spectra (19F NMR) data, high performance liquid chromatography (HPLC) parameters and electrochemistry data etc. for perfluoroalkyl fullerenes are presented. Thirdly, some possible structures of perfluoroalkyl fullerenes computed by density functional theory (DFT) are enumerated, and single crystal structures of all the known perfluoroalkyl fullerenes determined by X-ray crystallography are also given via Schlegel diagrams. In the end, some research and development trends in the field are proposed.

Key words: fullerenes, trifluoromethylation, perfluoroalkylation, derivatives

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Abstract

Perfluoroalkylation of Fullerenes