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Efficient and Economical Preparation of Hypercrosslinked Polymers-Palladium Based on Schiff Base as Recyclable Catalyst for Suzuki-Miyaura Reactions
Chemistry Letters ( IF 1.6 ) Pub Date : 2021-09-09 , DOI: 10.1246/cl.210301
Hongwei Lin 1 , Huan Yao 1 , Xiyue Gao 1 , Li Zhang 1 , Qionglin Luo 1 , Yuejun Ouyang 1 , Bailin Xiang 1 , Shasha Liu 1 , Dexuan Xiang 1
Affiliation  

A novel hypercrosslinked polymer (HCPs) was prepared via Friedel-Crafts alkylation reaction of Schiff base with benzene and formaldehyde dimethyl acetal (FDA) promoted by FeCl3. The HCPs was then through a metalation with Pd(II) to form heterogeneous catalyst. The protocol featured with low cost, mild conditions, available materials, easy separation and high yield. Physicochemical methods, including IR, N2 sorption, ICP, TGA, XPS, SEM, EDX, and TEM, were used to characterize the catalyst structure and composition. The results reveal that the heterogeneous catalyst possess high specific surface areas, large pore volume, good chemical and and thermal stability, and highly dispersed palladium. The heterogeneous catalysts were applied in Suzuki-Miyaura coupling reaction to evaluate their catalytic performance. The experiments reflected that the HCPs-Pd(OAc)2 was an efficient catalyst for Suzuki-Miyaura reactions with the yield of biaryl up to to 99%, while the TON could reach 2250. The reusability test showed the catalyst was easily recovered and reused for at least six times without obvious decrease in activity.

中文翻译:

基于席夫碱的高交联聚合物-钯作为铃木-宫浦反应的可回收催化剂的高效和经济制备

通过FeCl 3促进的Schiff碱与苯和甲醛二甲缩醛(FDA)的Friedel-Crafts烷基化反应制备了一种新型超交联聚合物(HCP) 。然后将 HCP 与 Pd(II) 金属化以形成非均相催化剂。该方案具有成本低、条件温和、原料易得、分离容易、收率高等特点。物理化学方法,包括 IR、N 2吸附、ICP、TGA、XPS、SEM、EDX 和 TEM 被用来表征催化剂的结构和组成。结果表明,多相催化剂具有高比表面积、大孔体积、良好的化学和热稳定性以及高度分散的钯。将多相催化剂应用于 Suzuki-Miyaura 偶联反应以评估其催化性能。实验表明,HCPs-Pd(OAc) 2是一种有效的铃木-宫浦反应催化剂,联芳的产率高达99%,而TON可达到2250。重复使用性测试表明该催化剂易于回收和重复使用至少六次,活动没有明显减少。
更新日期:2021-09-09
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