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Trisubstituted alkenes featuring aryl groups: stereoselective synthetic strategies and applications

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Abstract

In recent years, the synthesis and application of alkenes have attracted increased attention. Triphenylethenes (TriPEs) have lower molecular torsion than tetraphenylethenes (TPEs), which helps to balance the degree of conjugation and the aggregation-induced emission (AIE) effect. The geometry of double bonds has a significant impact on luminescence. Therefore, it is essential to provide a comprehensive summary of the stereoselective synthetic strategies for trisubstituted alkenes. In this review, common strategies for the stereoselective synthesis of alkenes are described, with an emphasis on the origin of stereoselectivity and the types of substrates. In addition, the AIE properties of TriPE and its applications in optoelectronic devices, stimuli-responsive materials, sensors, and therapies were discussed.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (81874181, 21871284), the Major Scientific and Technological Special Project for “Significant New Drugs Creation” (2019ZX09301158), the Emerging Frontier Program of Hospital Development Centre (SHDC12018107), the Science & Technology Department of Shanghai (18401933500) and the State Key Laboratory of Bioorganic and Natural Products Chemistry. The authors would like to thank Shiyanjia Lab (www.shiyanjia.com) for the language editing service Dedicated to the 70th Anniversary of Shanghai Jiao Tong University School of Medicine.

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  1. Shanghai Cancer Institute, Renji Hospital Affiliated to Shanghai Jiao Tong University School of Medicine, Shanghai, 200127, China

    Meng-Yao Li, Shuyang Zhai, Xiao-Mei Nong, Ao Gu, Jiatong Li & Yingbin Liu

  2. Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China

    Meng-Yao Li & Guo-Qiang Lin

  3. School of Basic Medicine and Clinical Pharmacy, China Pharmaceutical University, Nanjing, 211198, China

    Xiao-Mei Nong

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Li, MY., Zhai, S., Nong, XM. et al. Trisubstituted alkenes featuring aryl groups: stereoselective synthetic strategies and applications. Sci. China Chem. 66, 1261–1287 (2023). https://doi.org/10.1007/s11426-022-1515-5

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