Synthesis and Physical Properties of Polyfluorinated Cycloparaphenylenes
Synthesis and Physical Properties of Polyfluorinated Cycloparaphenylenes
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DOI：
10.1021/acs.orglett.8b02715
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发表时间：
2018-09-21
期刊：
影响因子：
5.2
通讯作者：
Yamago, Shigeru
中科院分区：
文献类型：
--
作者：
Hashimoto, Sigma;Kayahara, Eiichi;Yamago, Shigeru
本文在前人合成[6]-和[9]-环对苯撑（CPP）的基础上，合成了含氟[6]-和[9]-CPPs衍生物8 F-[6]CPP和12 F-[9]CPP。虽然在母体CPP的合成的最后步骤中使用的还原芳构化条件对氟化化合物不起作用，但是在乙腈中使用PBr 3和SnCl 2成功地实现了所需的转化。通过单晶X-射线衍射分析确定了F-CPP的结构。光和电化学分析和主客体化学揭示了引入氟原子的影响。
Fluorinated [6]- and [9] cycloparaphenylene (CPP) derivatives, 8F-[6]CPP and 12F-[9]CPP, were synthesized based on the previous synthesis of the parent CPPs. While the reductive aromatization conditions used in the final step of the synthesis of the parent CPPs did not work for the fluorinated compounds, the use of PBr3 and SnCl2 in acetonitrile successfully accomplished the desired transformation. The structures of F-CPPs were determined by single-crystal X-ray analysis. Photo- and electrochemical analyses and host-guest chemistry revealed the effects of the introduction of fluorine atoms.