Crystalline Naphthylene Macrocycles Capturing Gaseous Small Molecules in Chiral Nanopores.,Chemistry - An Asian Journal

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Crystalline Naphthylene Macrocycles Capturing Gaseous Small Molecules in Chiral Nanopores.
Chemistry - An Asian Journal ( IF 3.5 ) Pub Date : 2020-09-08 , DOI: 10.1002/asia.202000876
Taisuke Matsuno ₁ , Kengo Fukunaga ₁ , Shuhei Kobayashi ₂ , Parantap Sarkar _{2,

3} , Sota Sato _{1,

4} , Takuji Ikeda ₅ , Hiroyuki Isobe ₁

Affiliation

A series of chiral naphthylene macrocycles, [n]cyclo‐epi‐naphthylenes ([n]CeNAPs), possessing epi‐linkages were synthesized by one‐pot macrocyclization. With chiral (R)‐ or (S)‐1,1′‐linkages embedded in binaphthyl precursors, the macrocycles were assembled in polygonal structures possessing chiral hinges as corners. Among four chiral [n]CeNAP variants, [8]CeNAP with eight naphthylene panels formed robust columnar assemblies in crystals. The nanoporous crystals maintained a columnar assembly structure even after the removal of encapsulated solvent molecules, and their gas adsorption behavior was thoroughly investigated. Gas adsorption, including state‐of‐the‐art in situ crystallographic analyses, revealed accurate atomic‐level structures of the nanopores trapping gaseous N₂ molecules in chiral C₂ arrangements. With macrocycles as basic frameworks, functional nanopores may be exploited for chiral small‐molecule alignments.

中文翻译：

捕集手性纳米孔中气态小分子的结晶萘大环。

一系列手性亚萘大环，[ Ñ ]环-外延-naphthylenes（[ Ñ ] CeNAPs），具有外延-键通过一锅大环化合成。将手性（R）-或（S）-1,1'-键嵌在联萘前体中，将大环组装成以手性铰链为角的多边形结构。其中4个手性[ ñ] CeNAP变体，[8] CeNAP具有八个萘嵌板，形成了坚固的晶体柱状组件。纳米多孔晶体甚至在去除封装的溶剂分子后仍保持柱状组装结构，并且对其气体吸附行为进行了彻底研究。气体吸附，包括最新的原位晶体学分析，揭示了捕获手性C ₂排列中的气态N ₂分子的纳米孔的精确原子级结构。以大环为基本框架，功能性纳米孔可用于手性小分子比对。

更新日期：2020-11-17

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