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“Living” fluorophores: Thermo-driven reversible ACQ-AIE transformation and ultra-sensitive in-situ monitor for dynamic Diels-Alder reactions

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Abstract

Organic fluorophores play essential roles in both academic and applied fields. Most of the fluorescent molecules can be divided into aggregation-caused quenching (ACQ) and aggregation-induced emission (AIE) types based on the diverse emission properties in solution and aggregated states. Currently, a large part of studies focuses on the ACQ-to-AIE one-way transformation and the complex synthesis of chemical bonds is inevitable in all existing methods. To maximize the advantages of ACQ and AIE types fluorophores and avoid complex chemosynthesis, we propose a facile strategy first realizing the reversible ACQ-AIE transformation with the dynamic Diels-Alder (DA) reactions. Besides, the fluorescent platform can monitor DA reactions in microscale ultra-sensitively and quantitively. The dynamic covalent bonds can help to develop novel fluorophores creatively, and the reversible ACQ-AIE platform is expected to offer fresh insights into the dynamic covalent chemistry.

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Acknowledgements

We thank Mao LC, Wang MS, Hu RJ, Zheng MX, and An NK for stimulating discussions, Zhang Y for language polishing, and Liu ZL for figure preparation. This work was supported by the National Natural Science Foundation of China (21788102).

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Authors and Affiliations

  1. Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Department of Chemistry, Tsinghua University, Beijing, 100084, China

    Danning Hu, Hongye Huang, Ruoxin Li & Yen Wei

  2. Key Laboratory of Organic Optoelectronics & Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, Beijing, 100084, China

    Jinying Yuan

Authors
  1. Danning Hu
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  2. Hongye Huang
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  3. Ruoxin Li
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  4. Jinying Yuan
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  5. Yen Wei
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Corresponding authors

Correspondence to Jinying Yuan or Yen Wei.

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The authors declare no conflict of interest.

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The supporting information is available online at http://chem.scichina.com and http://link.springer.com/journal/11426. The supporting materials are published as submitted, without typesetting or editing. The responsibility for scientific accuracy and content remains entirely with the authors.

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“Living” Fluorophores: Thermo-driven Reversible ACQ-AIE Transformation and Ultra-sensitive In-Situ Monitor for Dynamic Diels-Alder Reactions

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Hu, D., Huang, H., Li, R. et al. “Living” fluorophores: Thermo-driven reversible ACQ-AIE transformation and ultra-sensitive in-situ monitor for dynamic Diels-Alder reactions. Sci. China Chem. 65, 1532–1537 (2022). https://doi.org/10.1007/s11426-022-1274-y

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  • DOI: https://doi.org/10.1007/s11426-022-1274-y

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