Recent Progress in the Application of Biomimetic Material Polydopamine in Organic Conversion

doi:10.6023/cjoc202502024

Abstract

Polydopamine (PDA), as a “mussel-inspired” biomimetic material, has great application potential in the field of catalysis because of its non-toxic, environmentally friendly, stable and recyclable advantages. PDA contains a large number of catechol structures, which can reduce noble metal ions. Its widespread o-diphenol/o-quinone structure can also coordinate with cheap metal ions. Therefore, PDA can support metal to form heterogeneous catalysts. Meanwhile, the phenolic hydroxyl groups and amino groups contained in the PDA structure have acidic and basic effects, and they can also be used as catalysts. The application of M@PDA and PDA in a variety of organic transformations is reviewed, describing the catalytic efficiency and the number of cycles of the catalysts in detail. Moreover, the problems and challenges in this field are pointed out, which is expected to provide useful guidance for the future development of polydopamine materials in the field of heterogeneous catalysis.

Key words: catalyst, catalyst support, organic compound, polydopamine, heterogeneous catalysis

Cite this article

Wei Yang, Bingbing Wang, Xiaohui Xu, Zhong Sun, Cuiman Tang, Jiaqi Liu. Recent Progress in the Application of Biomimetic Material Polydopamine in Organic Conversion[J]. Chinese Journal of Organic Chemistry, 2025, 45(9): 3314-3325.

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Fig. & Tab. 20

Figure 1. Synthesis and main structures of PDA

Figure 2. Structure of the catalyst M@PDA

Scheme 1. Suzuki-Miyaura coupling reactions catalyzed by Pd@PDA-CL[21]

Scheme 2. Effects of light and PDA in the catalytic coupling reactions[21]

Scheme 3. Pd/Fe3O4@PDA catalyzed Suzuki-Miyaura coupling reactions and the structures of Sartans[55]

Scheme 4. Heck coupling and tandem Heck coupling-catalytic transfer hydrogenation reactions[57]

Scheme 5. Suzuki coupling reactions and tandem Suzuki-CTH reactions catalyzed by Pd/PDA[58]

Scheme 6. Efficiency of Suzuki-Miyaura coupling reaction catalyzed by different Pd catalysts[58]

Scheme 7. Pd catalyzed Heck coupling reaction in a“recycling-free”system[61]

Scheme 8. Ullmann coupling reactions catalyzed by Pd/Fe3O4@PDA[62]

Scheme 9. Fe3O4@PDA/Pd(II) catalyzed Buchwald-Hartwig coupling reactions[63]

Scheme 10. Pd-PDA catalyzed hydrogenation of nitro and carbonyl compounds[57]

Scheme 11. Reduction of carbonyl group and double bond catalyzed by Pd-PDA[45]

Scheme 12. Reduction of p-nitrophenol catalyzed by Ag- PDA[64-65]

Scheme 13. ZSM-5-PDA/Ag catalyzed tandem reactions[66]

Scheme 14. Catalytic efficiency of benzimidazole synthesis from benzylamine in different systems[67]

Scheme 15. CuCl2@PDA catalyzed dioxygenation of alkenes[68]

Scheme 16. PDA catalyzed Aldol reactions[69]

Scheme 17. PDA catalyzed synthesis of cyclic carbonates from ethylene oxide and carbon dioxide[70]

Scheme 18. PDA catalyzed thiol coupling reactions[71]

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