A multi-stimuli responsive [3]rotaxane based on hydrogen-bonded aramide azo-macrocycles

IF 9.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Chinese Chemical Letters Pub Date : 2025-01-11 DOI:10.1016/j.cclet.2025.110842

Zhiyao Yang, Kuirong Fu, Wentao Yu, Along Jia, Xinnan Chen, Yimin Cai, Xiaowei Li, Wen Feng, Lihua Yuan

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Abstract

A novel [3]rotaxane, featuring two hydrogen-bonded aramide azo-macrocycles mechanically interlocked on a dumbbell with distinct recognition sites, a secondary dialkylammonium (AM) unit and a 4,4′-bipyridinium (BP) unit, has been synthesized. This multi-stimuli-responsive [3]rotaxane exhibits unique molecular motion, with the macrocycles shuttling along the axle in response to acid-base reactions, temperature changes, solvent variations, and light irradiation. The molecular shuttle and reversibility were investigated by ¹H NMR, 2D NOESY, HRESI-MS, and UV-vis spectroscopy. This study provides a rare example of a higher order rotaxane with multi-stimuli responsiveness, highlighting its potential for multi-state control over the motion of interlocked rings on an axle. The ability to manipulate the molecular motion of the macrocycles through various external triggers offers insights for future developments in molecular machinery and adaptive materials.

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基于氢键芳酰胺偶氮大环的多刺激响应[3]轮烷

合成了一种新的[3]轮烷，它具有两个氢键酰胺偶氮大环机械连锁在具有不同识别位点的哑铃上，即二级二烷基铵（AM）单元和4,4 ' -联吡啶（BP）单元。这种多刺激响应的[3]轮烷表现出独特的分子运动，随着酸碱反应、温度变化、溶剂变化和光照的变化，大环沿着轴穿梭。通过1H NMR、2D NOESY、HRESI-MS和UV-vis光谱研究了分子穿梭和可逆性。该研究提供了具有多刺激响应性的高阶轮烷的罕见例子，突出了其在轴上互锁环运动的多状态控制方面的潜力。通过各种外部触发器操纵大周期分子运动的能力为分子机械和自适应材料的未来发展提供了见解。

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来源期刊

Chinese Chemical Letters 化学-化学综合

CiteScore

14.10

自引率

15.40%

发文量

8969

审稿时长

1.6 months

期刊介绍： Chinese Chemical Letters (CCL) (ISSN 1001-8417) was founded in July 1990. The journal publishes preliminary accounts in the whole field of chemistry, including inorganic chemistry, organic chemistry, analytical chemistry, physical chemistry, polymer chemistry, applied chemistry, etc.Chinese Chemical Letters does not accept articles previously published or scheduled to be published. To verify originality, your article may be checked by the originality detection service CrossCheck.