期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 11, 页码 5766-5770出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202015597
关键词
host-guest systems; light-responsiveness; macrocycles; photochemistry; supramolecular chemistry
资金
- National Natural Science Foundation of China [22035006, 21702182, 21873081]
- Fundamental Research Funds for the Central Universities [2020XZZX002-02]
- State Key Laboratory of Clean Energy Utilization [ZJUCEU2020007]
- China Postdoctoral Science Foundation [2019M652056]
- Zhejiang Provincial Natural Science Foundation of China [LD21B020001]
A series of azo-based macrocyclic arenes were designed and synthesized, showing changes in cavity size upon photoisomerization and successful light-controlled host-guest complexation. This work provides a simple and effective method for preparing azo-macrocycles and may further advance the design and applications of novel photo-responsive host-guest systems.
Azobenzene (azo)-based macrocycles are highly fascinating in supramolecular chemistry because of their light-responsiveness. In this work, a series of azo-based macrocyclic arenes 1, 2, 3, and 4, distinguished by the substituted positions of azo groups, is rationally designed and synthesized via a fragment-cyclization method. From the crystal and computed structures of 1, 2, and 3, we observe that the cavity size of these azo-macrocycles decreases gradually upon E -> Z photoisomerization. Moreover, light-controlled host-guest complexations between azo-macrocycle 1 and guest molecules (7,7,8,8-tetracyanoquinodimethane, terephthalonitrile) are successfully achieved. This work provides a simple and effective method to prepare azo-macrocycles, and the light-responsive molecular-encapsulation systems in this work may further advance the design and applications of novel photo-responsive host-guest systems.
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