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缺电子四同型冠[4]芳烃的合成、结构及阴离子结合性质:阴离子-π相互作用中的形状选择性

Synthesis, Structure, and Anion Binding Properties of Electron-Deficient Tetrahomocorona[4]arenes: Shape Selectivity in Anion-π Interactions.

作者信息

Liu Han-Bin, Zhang Qian, Wang Mei-Xiang

机构信息

Department MOE Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology, Department of Chemistry, Tsinghua University, Beijing, 100084, China.

出版信息

Angew Chem Int Ed Engl. 2018 May 28;57(22):6536-6540. doi: 10.1002/anie.201802650. Epub 2018 Apr 27.

DOI:10.1002/anie.201802650
PMID:29635726
Abstract

Tetrahomocorona[2]arene[2]tetrazines were constructed by means of a fragment coupling strategy based on nucleophilic aromatic substitution reaction starting from 3,6-dichlorotetrazine and o-, m-, and p-bis(hydroxymethyl)benzenes. The unprecedented macrocycles gave rectangular box-like cavities with tunable cavity sizes and deficient electronic properties depending on the substitution pattern of phenylene. Due to anion-π interactions, they formed complexes selectively with azide and thiocyanate owing to complementary shapes between host and guest.

摘要

基于亲核芳香取代反应的片段偶联策略,以3,6-二氯四嗪和邻、间、对双(羟甲基)苯为原料,构建了四同核冠[2]芳烃[2]四嗪。这些前所未有的大环化合物形成了矩形盒状空腔,其空腔尺寸可调,且电子性质因亚苯基的取代模式而异。由于阴离子-π相互作用,它们与叠氮化物和硫氰酸盐形成了选择性配合物,这是由于主体和客体之间形状互补。

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