Volume 134, Issue 5 e202113334
Forschungsartikel

A Conjugated Figure-of-Eight Oligoparaphenylene Nanohoop with Adaptive Cavities Derived from Cyclooctatetrathiophene Core

Lijie Zhan

Lijie Zhan

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, School of Future Technology, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing, 100190 China

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Chenshu Dai

Chenshu Dai

State Key Laboratory of Physical Chemistry of Solid Surfaces and Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), Fujian Provincial Key Laboratory of Theoretical and Computational Chemistry, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005 China

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Guohui Zhang

Guohui Zhang

Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, 100084 China

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Prof. Dr. Jun Zhu

Corresponding Author

Prof. Dr. Jun Zhu

State Key Laboratory of Physical Chemistry of Solid Surfaces and Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), Fujian Provincial Key Laboratory of Theoretical and Computational Chemistry, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005 China

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Prof. Dr. Shaoguang Zhang

Prof. Dr. Shaoguang Zhang

Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing, 100084 China

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Prof. Dr. Hua Wang

Prof. Dr. Hua Wang

Engineering Research Center for Nanomaterials, Henan University, Kaifeng, 475004 China

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Prof. Dr. Yi Zeng

Prof. Dr. Yi Zeng

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, School of Future Technology, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing, 100190 China

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Prof. Dr. Chen-Ho Tung

Prof. Dr. Chen-Ho Tung

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, School of Future Technology, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing, 100190 China

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Prof. Dr. Li-Zhu Wu

Prof. Dr. Li-Zhu Wu

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, School of Future Technology, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing, 100190 China

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Prof. Dr. Huan Cong

Corresponding Author

Prof. Dr. Huan Cong

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, School of Future Technology, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing, 100190 China

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First published: 24 November 2021
Citations: 4

Abstract

A fully conjugated figure-of-eight nanohoop is presented with facile synthesis. The molecule's lemniscular skeleton features the combination of two strained oligoparaphenylene loops and a flexible cyclooctatetrathiophene core. Its rigid yet guest-adaptive cavities enable the formation of the peanut-like 1:2 host–guest complexes with C60 or C70, which have been confirmed by X-ray crystallography and characterized in solution. Further computational studies suggest notable geometric variations and non-covalent interactions of the cavities upon binding with different fullerenes, as well as overall conjugation comparable to cycloparaphenylenes.

Conflict of interest

The authors declare no conflict of interest.

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