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通过在非经典C(NC)(CF)形成过程中的三氟甲基化发现的IPR C的氯化促进笼状转化

Chlorination-Promoted Cage Transformation of IPR C Discovered via Trifluoromethylation under Formation of Non-classical C (NC)(CF ).

作者信息

Tamm Nadezhda B, Guan Runnan, Yang Shangfeng, Kemnitz Erhard, Troyanov Sergey I

机构信息

Chemistry Department, Moscow State University, Leninskie Gory, 119991, Moscow, Russia.

Hefei National Laboratory for Physical Sciences at Microscale, University of Science and Technology of China (USTC), 230026, Hefei, China.

出版信息

Chem Asian J. 2019 Jun 14;14(12):2108-2111. doi: 10.1002/asia.201900469. Epub 2019 May 15.

Abstract

High-temperature trifluoromethylation of isolated-pentagon-rule (IPR) fullerene C chlorination products followed by HPLC separation of C (CF ) derivatives resulted in the isolation and X-ray structural characterization of IPR C (38)(CF ) and non-classical C (NC)(CF ) . The formation of C (38)(CF ) as the highest CF derivative of the known isomer C (38) can be expected. The formation of C (NC)(CF ) was interpreted as chlorination-promoted cage transformation of C (38) followed by trifluoromethylation of non-classical C (NC) chloride. Noticeably, C (NC)(CF ) shows the highest degree of trifluoromethylation among all known CF derivatives of fullerenes. The addition patterns of C (38)(CF ) and C (NC)(CF ) are discussed and compared to the chlorination patterns of C (38)Cl compounds.

摘要

对孤立五边形规则(IPR)富勒烯C氯化产物进行高温三氟甲基化,随后通过高效液相色谱法分离C(CF)衍生物,从而实现了IPR C(38)(CF)和非经典C(NC)(CF)的分离及X射线结构表征。已知异构体C(38)的最高CF衍生物C(38)(CF)的形成是可以预期的。C(NC)(CF)的形成被解释为C(38)的氯化促进笼转化,随后是非经典C(NC)氯化物的三氟甲基化。值得注意的是,C(NC)(CF)在所有已知的富勒烯CF衍生物中显示出最高程度的三氟甲基化。讨论了C(38)(CF)和C(NC)(CF)的加成模式,并与C(38)Cl化合物的氯化模式进行了比较。

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