Cyclodextrin‐Based [c2]Daisy Chain Rotaxane Insulating Two Diarylacetylene Cores,Chemistry - A European Journal

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Cyclodextrin‐Based [c2]Daisy Chain Rotaxane Insulating Two Diarylacetylene Cores
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2020-10-22 , DOI: 10.1002/chem.202004505
Susumu Tsuda ₁ , Yoshitsugu Komai ₂ , Shin‐ichi Fujiwara ₁ , Yutaka Nishiyama ₂

Affiliation

A [c2]daisy chain rotaxane with two diarylacetylene cores was efficiently synthesized in 53 % yield by capping a C₂‐symmetric pseudo[2]rotaxane composed of two diarylacetylene‐substituted permethylated α‐cyclodextrins (PM α‐CDs) with aniline stoppers. The maximum absorption wavelength of the [c2]daisy chain rotaxane remained almost unchanged in various solvents, unlike that of the stoppered monomer, indicating that the two independent diarylacetylene cores were insulated from the external environment by the PM α‐CDs. Furthermore, the [c2]daisy chain rotaxane exhibited fluorescence emission derived from both diarylacetylene monomers and the excimer, which implies that the [c2]daisy chain structure can undergo contraction and extension. This is the first demonstration of a system in which excimer formation between two π‐conjugated molecules within an isolated space can be controlled by the unique motion of a [c2]daisy chain rotaxane.

中文翻译：

基于环糊精的[c2]雏菊链轮烷，可绝缘两个二芳基乙炔核

通过封端C _2可以53％的收率高效合成具有两个二芳基乙炔核的[c2]菊花链轮烷由两个二芳基乙炔取代的全甲基化α-环糊精（PMα-CD）和苯胺塞组成的对称对称[2]轮烷。[c2]菊花链轮烷的最大吸收波长在各种溶剂中几乎保持不变，这与封端单体不同，这表明两个独立的二芳基乙炔核通过PMα-CD与外部环境隔离。此外，[c2]菊花链轮烷显示出源自二芳基乙炔单体和受激准分子的荧光发射，这意味着[c2]菊花链结构可以进行收缩和延伸。这是该系统的首次演示，在该系统中，可以通过[c2]菊花链轮烷的独特运动来控制隔离空间中两个π共轭分子之间的准分子形成。

更新日期：2020-10-22

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