Multi-Responsive Molecular Encapsulation and Release Based on Hydrogen-Bonded Azo-Macrocycle
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′-...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-05-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/11/4437 |
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| author | Jinyang Wu Xuan Sun Xianghui Li Xiaowei Li Wen Feng Lihua Yuan |
| author_facet | Jinyang Wu Xuan Sun Xianghui Li Xiaowei Li Wen Feng Lihua Yuan |
| author_sort | Jinyang Wu |
| collection | DOAJ |
| description | 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 <b>G1</b> 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 <b>G1</b> 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 <b>1a<sub>2</sub></b>⊃<b>G1</b> is achieved. These findings are expected to be useful in regulating encapsulation for sophisticated supramolecular systems. |
| first_indexed | 2024-03-11T03:01:29Z |
| format | Article |
| id | doaj.art-428be1d458bb47ffb68829f73d1aa168 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T03:01:29Z |
| publishDate | 2023-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-428be1d458bb47ffb68829f73d1aa1682023-11-18T08:16:36ZengMDPI AGMolecules1420-30492023-05-012811443710.3390/molecules28114437Multi-Responsive Molecular Encapsulation and Release Based on Hydrogen-Bonded Azo-MacrocycleJinyang Wu0Xuan Sun1Xianghui Li2Xiaowei Li3Wen Feng4Lihua Yuan5College of Chemistry, Key Laboratory of Radiation Physics and Technology of the Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, ChinaCollege of Chemistry, Key Laboratory of Radiation Physics and Technology of the Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, ChinaCollege of Chemistry, Key Laboratory of Radiation Physics and Technology of the Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, ChinaCollege of Chemistry, Key Laboratory of Radiation Physics and Technology of the Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, ChinaCollege of Chemistry, Key Laboratory of Radiation Physics and Technology of the Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, ChinaCollege of Chemistry, Key Laboratory of Radiation Physics and Technology of the Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, ChinaResearch 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 <b>G1</b> 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 <b>G1</b> 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 <b>1a<sub>2</sub></b>⊃<b>G1</b> is achieved. These findings are expected to be useful in regulating encapsulation for sophisticated supramolecular systems.https://www.mdpi.com/1420-3049/28/11/4437hydrogen-bonded macrocyclemulti-responsivehost–guest chemistry |
| spellingShingle | Jinyang Wu Xuan Sun Xianghui Li Xiaowei Li Wen Feng Lihua Yuan Multi-Responsive Molecular Encapsulation and Release Based on Hydrogen-Bonded Azo-Macrocycle Molecules hydrogen-bonded macrocycle multi-responsive host–guest chemistry |
| title | Multi-Responsive Molecular Encapsulation and Release Based on Hydrogen-Bonded Azo-Macrocycle |
| title_full | Multi-Responsive Molecular Encapsulation and Release Based on Hydrogen-Bonded Azo-Macrocycle |
| title_fullStr | Multi-Responsive Molecular Encapsulation and Release Based on Hydrogen-Bonded Azo-Macrocycle |
| title_full_unstemmed | Multi-Responsive Molecular Encapsulation and Release Based on Hydrogen-Bonded Azo-Macrocycle |
| title_short | Multi-Responsive Molecular Encapsulation and Release Based on Hydrogen-Bonded Azo-Macrocycle |
| title_sort | multi responsive molecular encapsulation and release based on hydrogen bonded azo macrocycle |
| topic | hydrogen-bonded macrocycle multi-responsive host–guest chemistry |
| url | https://www.mdpi.com/1420-3049/28/11/4437 |
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