Non-aromatic annulene-based aggregation-induced emission system via aromaticity reversal process

Zheng Zhao, Xiaoyan Zheng, Lili Du, Yu Xiong, Wei He, Xiuxiu Gao, Chunli Li, Yingjie Liu, Bin Xu, Jing Zhang, Fengyan Song, Ying Yu, Xueqian Zhao, Yuanjing Cai, Xuewen He, Ryan T. K. Kwok, Jacky W. Y. Lam, Xuhui Huang, David Lee Phillips (), Hua Wang () and Ben Zhong Tang ()
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Zheng Zhao: The Hong Kong University of Science and Technology
Xiaoyan Zheng: Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, Key Laboratory of Cluster Science of Ministry of Education, School of Chemistry and Chemical Engineering, Beijing Institute of Technology
Lili Du: The University of Hong Kong
Yu Xiong: Guangdong Provincial Key Laboratory of Brain Science, Disease and Drug Development, Shenzhen Research Institute
Wei He: The Hong Kong University of Science and Technology
Xiuxiu Gao: Henan University
Chunli Li: Henan University
Yingjie Liu: State Key Laboratory of Supramolecular Structure and Materials Jilin University
Bin Xu: State Key Laboratory of Supramolecular Structure and Materials Jilin University
Jing Zhang: The Hong Kong University of Science and Technology
Fengyan Song: The Hong Kong University of Science and Technology
Ying Yu: The Hong Kong University of Science and Technology
Xueqian Zhao: The Hong Kong University of Science and Technology
Yuanjing Cai: The Hong Kong University of Science and Technology
Xuewen He: The Hong Kong University of Science and Technology
Ryan T. K. Kwok: The Hong Kong University of Science and Technology
Jacky W. Y. Lam: The Hong Kong University of Science and Technology
Xuhui Huang: The Hong Kong University of Science and Technology
David Lee Phillips: The University of Hong Kong
Hua Wang: Henan University
Ben Zhong Tang: The Hong Kong University of Science and Technology

Nature Communications, 2019, vol. 10, issue 1, 1-10

Abstract: Abstract Aggregation-induced emission (AIE) is a photophysical phenomenon correlated closely with the excited-state intramolecular motions. Although AIE has attracted increasing attention due to the significant applications in biomedical and optoelectronics, an in-depth understanding of the excited-state intramolecular motion has yet to be fully developed. Here we found the non-aromatic annulene derivative of cyclooctatetrathiophene shows typical AIE phenomenon in spite of its rotor-free structure. The underlying mechanism is investigated through photoluminescence spectra, time-resolved absorption spectra, theoretical calculations, circular dichroism as well as by pressure-dependent fluorescent spectra etc., which indicate that the aromaticity reversal from ground state to the excited state serves as a driving force for inducing the excited-state intramolecular vibration, leading to the AIE phenomenon. Therefore, aromaticity reversal is demonstrated as a reliable strategy to develop vibrational AIE systems. This work also provides a new viewpoint to understand the excited-state intramolecular motion behavior of lumiongens.

Date: 2019
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DOI: 10.1038/s41467-019-10818-5

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