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Synthesis and characterization of pentafluorosulfanyl-functionalized fullerenes
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2018-04-07 , DOI: 10.1016/j.jfluchem.2018.04.004
Si-Yan Qing , Nicholas J. DeWeerd , Andrej V. Matsnev , Steven H. Strauss , Joseph S. Thrasher , Olga V. Boltalina

Fullerene C60 was reacted with SF5CF2CF2I and SF5CF2I in the presence of Cu powder at 140–180 °C resulting in the successful production of the first pentafluorosulfanyl-functionalized fullerenes. In contrast to perfluoroalkyl iodides, which typically form (poly)perfluoroalkylfullerenes upon heating, the SF5CF2CF2I reagent produced three types of products, cycloadducts C60(c-C2F4)n, pentafluorosulfanyl products C60(CF2CF2SF5)m, and the mixed derivatives C60(C2F4)n(CF2CF2SF5)m. The optimization of the reaction conditions resulted in improved selectivity for the bis-adduct 1,7-C60(CF2CF2SF5)2, which was isolated and spectroscopically characterized. In the case of reactions between C60 and SF5CF2I, the unexpected formation of a mixture of derivatives with the general formula C60(CF3)n(CF2SF5)m was observed.



中文翻译:

五氟硫烷基官能化的富勒烯的合成与表征

在铜粉存在下,在140–180°C下,富勒烯C 60与SF 5 CF 2 CF 2 I和SF 5 CF 2 I反应,成功生产了第一批五氟硫烷基官能化的富勒烯。与通常在加热时形成(聚)全氟烷基富勒烯的全氟烷基碘化物相反,SF 5 CF 2 CF 2 I试剂产生三种类型的产物,环加合物C 60c -C 2 F 4n,五氟硫烷基产物C 60(CF 2 CF2 SF 5m和混合衍生物C 60(C 2 F 4n(CF 2 CF 2 SF 5m。反应条件的优化导致对双加合物1,7-C 60(CF 2 CF 2 SF 52的选择性提高,该双加合物已分离并通过光谱表征。在C 60和SF 5 CF 2之间发生反应的情况下在图I中,观察到意外地形成了具有通式C 60(CF 3n(CF 2 SF 5m的衍生物的混合物。

更新日期:2018-04-07
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