Research Progress in the Application of Supported Catalysts Containing Phosphine

doi:10.6023/cjoc202403016

Abstract

The recycled supported catalyst is one of the hot topics in green organic chemistry research. In the past decade, supported catalysts containing phosphine have been widely used in various organic reactions, such as C—C coupling, C—N coupling, hydrogenation, oxidation, and hydroformylation. Compared with homogeneous catalysts, supported catalysts containing phosphine are still in the early stages of exploration and development, and the electronic properties of P atoms in non-homogeneous catalysts need to be further investigated. In this review, the supported catalysts containing phosphine are summarized and classified according to the different carrier or support materials used, and then the latest progress in the synthesis and application of supported catalysts containing phosphine is reviewed.

Key words: phosphine-containing catalyst, heterogeneous catalysis, supported catalyst, green chemistry

Cite this article

Yongzhe Zhao, Xiangfei Kong, Junliang Zhang, Junfeng Yang. Research Progress in the Application of Supported Catalysts Containing Phosphine[J]. Chinese Journal of Organic Chemistry, 2024, 44(12): 3587-3608.

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Fig. & Tab. 29

Scheme 1. Polystyrene-supported chiral phosphoric acid heterogeneous catalyst catalyzes hydrogenation

Scheme 2. Synthesis and catalytic application of polyether-functionalized phosphine ligands supported by polystyrene

Scheme 3. Preparation and catalytic hydroformylation of vinyl functionalized bisphosphine ligand polymers

Scheme 4. Xantphos Rh/POPs-PPh3 synthesis and catalytic hydroformylation reaction

Scheme 5. Rh/POL-BPa&PPh3 synthesis and catalytic hydroformylation reaction

Scheme 6. Preparation and catalytic reactions of dppm and Xantphos supported by polystyrene

Scheme 7. Preparation of Pd/POL-dppe and catalysis of internal acetylene hydrosilylation

Scheme 8. Preparation of Pd/Cu@POP-POPh3 and catalytic oxidation of acetylene

Scheme 9. Polystyrene supported Sadphos/Pd catalyzes asymmetric cycloaddition and reduction Heck reactions

Scheme 10. Benzene and triphenylphosphine Friedel-Crafts polymerization

Scheme 11. Multiphase catalysts were prepared from clamped ruthenium complexes by a “direct knitting” strategy

Scheme 12. Synthesis of heterogeneous catalysts by "direct knitting" strategy of gold and ruthenium complexes and their applications

Scheme 13. Coupling reaction

Scheme 14. Preparation and catalytic asymmetric hydrogenation of Ru/BINAP-CMP-3D-2

Scheme 15. Suzuki-Miyaura coupling polymerization

Scheme 16. Heck coupling polymerization

Scheme 17. Preparation and catalytic hydrogenation of Pd NPs@POL-2

Scheme 18. Preparation and catalytic application of P-COF

Scheme 19. Preparation of [Pd]@COF by one-pot method and catalytic reaction

Scheme 20. Preparation of Pd@PKOP and the catalytic double carbon functionalization of intranyne

Scheme 21. Preparation of Cell-OPPh2-Pd0 and catalysis of Heck coupling reaction

Scheme 22. Preparation and catalytic Suzuki-Miyaura coupling of cellulose-supported palladium heterogeneous catalysts

Scheme 23. Preparation and catalytic coupling reaction of Cell-OOCPhPPh2-Pd

Scheme 24. Preparation and catalytic coupling reaction of Cell-OPPh2-Cu(II)

Scheme 25. Preparation and asymmetric catalytic hydrogenation of DAC-BINAP-Rh

Scheme 26. Preparation and catalytic hydroformylation reaction of Chitosan-Rh

Scheme 27. Preparation and catalytic Suzuki-Miyaura coupling reaction of SiO2-supported palladium catalyst

Scheme 28. Preparation and catalysis of Hiyama reaction by SiO2@Fe3O4-Pd

Scheme 29. Preparation and catalytic reaction of Fe3O4@SiO2@PPh2@Pd0

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