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基于氢键偶氮大环的多响应分子包封与释放。

Multi-Responsive Molecular Encapsulation and Release Based on Hydrogen-Bonded Azo-Macrocycle.

机构信息

College of Chemistry, Key Laboratory of Radiation Physics and Technology of the Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, China.

出版信息

Molecules. 2023 May 30;28(11):4437. doi: 10.3390/molecules28114437.

DOI:10.3390/molecules28114437
PMID:37298912
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10254748/
Abstract

Research on stimuli-responsive host-guest systems is at the cutting edge of supramolecular chemistry, owing to their numerous potential applications such as catalysis, molecular machines, and drug delivery. Herein, we present a multi-responsive host-guest system comprising azo-macrocycle 1 and 4,4'-bipyridinium salt for pH-, photo-, and cation- responsiveness. Previously, we reported a novel hydrogen-bonded azo-macrocycle 1. The size of this host can be controlled through light-induced E↔Z photo-isomerization of the constituent azo-benzenes. The host is found in this work to be capable of forming stable complexes with bipyridinium/pyridinium salts, and implementing guest capture and release with under light in a controlled manner. The binding and release of the guest in the complexes can also be easily controlled reversibly by using acid and base. Moreover, the cation competition-induced dissociation of the complex ⊃ is achieved. These findings are expected to be useful in regulating encapsulation for sophisticated supramolecular systems.

摘要

刺激响应主体-客体体系的研究处于超分子化学的前沿,因为它们具有许多潜在的应用,如催化、分子机器和药物传递。在此,我们提出了一个由偶氮大环 1 和 4,4'-联吡啶盐组成的多响应主体-客体体系,用于 pH、光和阳离子响应。此前,我们报道了一种新型的氢键偶氮大环 1。通过组成的偶氮苯的光诱导 E↔Z 光异构化,可以控制这种主体的大小。本工作发现,该主体能够与联吡啶/吡啶盐形成稳定的配合物,并在光下以可控的方式实现客体的捕获和释放。配合物中客体的结合和释放也可以通过酸和碱轻松地进行可逆控制。此外,还实现了配合物 ⊃ 中阳离子竞争诱导的解离。这些发现有望用于调节复杂超分子体系的封装。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/4f59674cd84d/molecules-28-04437-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/9d0cea995278/molecules-28-04437-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/a85ff80b786b/molecules-28-04437-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/770d3779ff47/molecules-28-04437-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/c078cb9299b4/molecules-28-04437-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/a47c2d920a12/molecules-28-04437-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/4f59674cd84d/molecules-28-04437-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/9d0cea995278/molecules-28-04437-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/a85ff80b786b/molecules-28-04437-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/770d3779ff47/molecules-28-04437-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/c078cb9299b4/molecules-28-04437-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/a47c2d920a12/molecules-28-04437-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c5a4/10254748/4f59674cd84d/molecules-28-04437-g005.jpg

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