Synthesis of Alkylphosphin-Pd Functionalized Hypercrosslinked Polymer and Application in Catalysis

JIA Zhi-fang; ZHAO Zhi-xiang; WANG Ting-xia; XIE Wen-ao; CAI Jia-xuan; WANG Ke-wei

doi:10.14028/j.cnki.1003-3726.2025.24.349

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Synthesis of Alkylphosphin-Pd Functionalized Hypercrosslinked Polymer and Application in Catalysis

更新时间：2025-03-28

- Synthesis of Alkylphosphin-Pd Functionalized Hypercrosslinked Polymer and Application in Catalysis
  增强出版
- Polymer Bulletin Vol. 38, Issue 4, Pages: 666-675(2025)
- 作者机构：
  
  山西大同大学化学与化工学院，化学生物传感山西省重点实验室，大同 037009
- 作者简介：
- 基金信息：
- DOI：10.14028/j.cnki.1003-3726.2025.24.349
  CLC：
- Received：20 November 2024，
  
  Accepted：15 January 2025，
  
  Published Online：03 March 2025，
  
  Published：20 April 2025
- 稿件说明：
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贾治芳, 赵志香, 王婷霞, 谢文奥, 蔡佳轩, 王科伟. 烷基膦-Pd功能化的超交联聚合物的制备及催化应用. 高分子通报,2025,38(4),666–675.

Jia, Z. F.; Zhao, Z. X.; Wang, T. X.; Xie, W. A.; Cai, J. X.; Wang, K. W. Synthesis of alkylphosphin-Pd functionalized hypercrosslinked polymer and application in catalysis. Polym. Bull. (in Chinese),2025,38(4),666–675.
贾治芳, 赵志香, 王婷霞, 谢文奥, 蔡佳轩, 王科伟. 烷基膦-Pd功能化的超交联聚合物的制备及催化应用. 高分子通报,2025,38(4),666–675. DOI： 10.14028/j.cnki.1003-3726.2025.24.349.

Jia, Z. F.; Zhao, Z. X.; Wang, T. X.; Xie, W. A.; Cai, J. X.; Wang, K. W. Synthesis of alkylphosphin-Pd functionalized hypercrosslinked polymer and application in catalysis. Polym. Bull. (in Chinese),2025,38(4),666–675. DOI： 10.14028/j.cnki.1003-3726.2025.24.349.

摘要

为了实现烷基膦配体的固载来提高其稳定性，以三苯基苯和2-二环己基膦-2'-甲基联苯(MePhos)为单体，二甲醇缩甲醛为交联剂，FeCl

为催化剂，经温和高效的超交联反应合成了有机超交联多孔载体(HCP-MePhos)，实现了烷基膦配体的固载。与MePhos相比，HCP-MePhos的热分解温度由202 ℃提高至393 ℃，失重率大幅度减小，稳定性得到提高；HCP-MePhos通过负载金属Pd合成了高活性位点分散的多相催化剂(HCP-MePhos-Pd)。利用该催化剂，从芳香酮、醛和碘苯出发合成了一系列有价值的

-苯基取代的查尔酮衍生物，产率高，底物普适性好；该材料可实现多次循环使用。

Abstract

Alkylphosphines as an expensive ligand were used to improve reaction selectivity and catalytic activity in organic synthesis. However

they can be easily decomposed or oxidized. To increase the stability of alkylphosphines by immobilization

an alkylphosphine-functionalized hypercrosslinked polymer (HCP-MePhos) was synthesized from 2-methyl-2'-dicyclohexylphosphinobiphenyl (MePhos) and triphenylbenzene in the presence of formaldehyde dimethyl acetal as a cross-linking agent and FeCl

as a catalyst

via

an efficient Friedel-Crafts reaction. Compared to the monomer MePhos

the thermal decomposition temperature of HCP-MePhos increased from 202 ℃ to 393 ℃

proving that the ligand stability was remarkably improved. A heterogeneous catalyst with highly dispersed active sites

HCP-MePhos-Pd

was obtained by loading Pd into HCP-MePhos. Using this catalytic material

organic transformations from aldehydes

ketones

and iodobenzenes to

-phenyl-substituted chalcone derivatives were achieved with good cycle performance.

关键词

Keywords

references

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