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Melamine-Based Porous Organic Polymers Supported Pd(II)-Catalyzed Addition of Arylboronic Acids to Aromatic Aldehydes

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Abstract

A new type melamine-based porous organic polymers (SZU-1) has been synthesized with melamine and 2,2′-bipyridyl-5,5′-dialdehyde by a one-pot method and fully characterized. Divalent palladium salts were coordinated to this polymer network which successfully catalyzed the nucleophilic addition reaction of arylboronic acids to aromatic aldehydes. With only 1.0 mol% heterogeneous catalyst loading, high reaction yields (> 85%) can be achieved in most cases. The scope of substrates was also investigated and the catalyst showed universal applicability.

Graphic Abstract

The loose and porous melamine-based porous organic polymers (SZU-1) are synthesized by melamine and 2,2′-bipyridyl-5,5′-dialdehyde. The performance of SZU-1 was characterized and most of the substrates achieved high yield (> 85%) in the catalytic performance test.

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Acknowledgements

We gratefully acknowledge the National Natural Science Foundation of China (Nos. 21104049, 21176163, 21576174), Specialized Research Fund for the Doctoral Program (SRFDP) of Higher Education (No. 20113201120006), the Priority Academic Program Development (PAPD) of Jiangsu Higher Education Institutions (Grant No. 2018), Soochow University Funds (Nos. 14109001, Q410900510) and Suzhou Industrial Park Fund for financial support.

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Authors and Affiliations

  1. State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials, Jiangsu Key Laboratory of Advanced Functional Polymer Design and Application, Key Laboratory of Organic Synthesis of Jiangsu Province, Green Polymer and Catalysis Technology Laboratory (GAPCT), College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren’ai Road, Suzhou, 215123, People’s Republic of China

    Kai Shen, Min Wen, Chaogang Fan, Shaohui Lin & Qinmin Pan

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  1. Kai Shen
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  2. Min Wen
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  3. Chaogang Fan
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  4. Shaohui Lin
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  5. Qinmin Pan
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Correspondence to Shaohui Lin or Qinmin Pan.

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Shen, K., Wen, M., Fan, C. et al. Melamine-Based Porous Organic Polymers Supported Pd(II)-Catalyzed Addition of Arylboronic Acids to Aromatic Aldehydes. Catal Lett 151, 2612–2621 (2021). https://doi.org/10.1007/s10562-020-03508-1

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