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The Photoactive Hydrazone-Linked Covalent Organic Frameworks for Photocyclization Approach to Phenanthridine Derivatives

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Abstract

Covalent organic frameworks (COFs) with precise designable structures are becoming popular semiconductor materials for photocatalytic applications. In this study, a hydrazone-linked COFs (TFPT-ODH) material was constructed from the reversible polycondensation of 2,4,6-tris(4-formylphenyl)-1,3,5-triazine with oxalohydrazide. Thanks to the bottom-up strategy, the as-prepared TFPT-ODH exhibited satisfactory crystallinity, high thermal and chemical stability. The benefit of the combined effects of narrow band gap and efficient separation of photogenerated carriers, the photofunctional TFPT-ODH further demonstrated outstanding photocatalytic activity, stability, and recyclability in the photocatalytic cyclization reactions of 2-isocyanodiaryl compounds with phenylhydrazine. The photocatalytic mechanism for the photocyclization approach to phenylphenanthridines was proposed based on experimental data and spectrum techniques. Our work also demonstrates application in developing COFs-based photocatalysts for the photocatalytic cyclization of bioactive PAHs derivatives.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (No. 51703076), and the Project of Science and Technology Research in the Education Department of Jilin Province.

Funding

National Natural Science Foundation of China, 51703076.

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Author notes

  1. Wei Qi and Kexin Luo have contributed equally to this work.

Authors and Affiliations

  1. College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun, 130012, People’s Republic of China

    Wei Qi, Kexin Luo, Qing Su, Xiaoman Sun, Xiaodong Li, Ziqian Liu & Qiaolin Wu

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  1. Wei Qi
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  3. Qing Su
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Correspondence to Qing Su.

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Qi, W., Luo, K., Su, Q. et al. The Photoactive Hydrazone-Linked Covalent Organic Frameworks for Photocyclization Approach to Phenanthridine Derivatives. Catal Lett 153, 2331–2340 (2023). https://doi.org/10.1007/s10562-022-04162-5

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