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双[4]间苯二酚选择性在非极性溶剂中形成六聚体胶囊:来自扩散 NMR 的证据。

Bis-resorcin[4]arene Selectively Forms Hexameric Capsules in Apolar Solvents: Evidence from Diffusion NMR.

机构信息

School of Chemistry, The Sackler Faculty of Exact Sciences, Tel Aviv University , Ramat Aviv 69978 , Tel Aviv , Israel.

Department of Organic Chemistry , Israel Institute for Biological Research , Ness-Ziona 74000 , Israel.

出版信息

Org Lett. 2018 Jul 6;20(13):3958-3961. doi: 10.1021/acs.orglett.8b01526. Epub 2018 Jun 20.

Abstract

Bis-resorcin[4]arene 2 connected by its lower rims was synthesized via click chemistry and found, by diffusion NMR, to self-assemble quantitatively, despite the different alternatives, into hexameric capsules reminiscent of the well-characterized hexameric capsule of resorcin[4]arene 1. The hexameric capsules of the flexible bis-resorcin[4]arene 2 prevail in apolar organic solvents and can, as expected, encapsulate quite well ammonium salts, demonstrating that spontaneous self-assembly into hexameric capsules is a general characteristic of such systems.

摘要

通过点击化学合成了通过其下边缘连接的双间苯二酚[4]芳烃 2,并通过扩散 NMR 发现,尽管存在不同的选择,但它会定量地自组装成类似于间苯二酚[4]芳烃 1 的特征性六聚体胶囊的六聚体胶囊。柔性双间苯二酚[4]芳烃 2 的六聚体胶囊在非极性有机溶剂中占优势,并且可以如预期的那样很好地包封铵盐,这表明自发自组装成六聚体胶囊是此类系统的普遍特征。

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