一种新型磁性纳米粒子作为用于铃木交叉偶联反应的高效可回收异相催化剂

IF 3.4 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Reaction Chemistry & Engineering Pub Date : 2024-08-07 DOI:10.1039/D4RE00226A
Hui Jin, Mengyu Cui, Peiwen Liu, Zhuo Wang, Tongxia Jin, Yonghui Yang, Weiping Zhu and Xuhong Qian
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引用次数: 0

摘要

异质钯催化剂因其良好的稳定性、可回收性和重复利用性,被广泛应用于催化加氢、氧化、还原和偶联反应中。基于钯离子荧光探针,构建并表征了一种新型磁性可回收异质钯催化剂 Fe3O4@FSM@Pd,该催化剂可高效、可重复用于铃木-宫浦交叉偶联反应。随后进行的一系列麦氏过滤试验、催化剂浓度-产率动力学实验和相轨迹实验进一步证明,在选定的反应条件下,Fe3O4@FSM@Pd 通过异相机制进行催化。此外,Fe3O4@FSM@Pd 还被用于催化合成五种活性药物成分(APIs)的中间体:缬沙坦、Sonidegib、Erdafitinib、微管蛋白抑制剂和 Lumacaftor。重要的是,以 Fe3O4@FSM@Pd 为催化剂合成的原料药中间体中的钯残留量小于 1 ppm。此外,Fe3O4@FSM@Pd 性能稳定,可重复使用至少 5 次而不会失去活性。
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A novel magnetic nanoparticle as an efficient and recyclable heterogeneous catalyst for the Suzuki cross-coupling reaction†

Heterogeneous palladium catalysts are widely used in catalytic hydrogenation, oxidation, reduction, and coupling reactions due to their good stability, recyclability, and reusability. Based on the palladium ion fluorescent probe, a novel magnetically recyclable heterogeneous palladium catalyst Fe3O4@FSM@Pd was constructed and characterized, which is highly efficient and reusable for the Suzuki–Miyaura cross-coupling reaction. The subsequent series of Maitlis' filtration test, catalyst concentration–yield kinetic experiments, and phase trajectory experiments further demonstrated that Fe3O4@FSM@Pd catalyzed through a heterogeneous mechanism under selected reaction conditions. In addition, Fe3O4@FSM@Pd was applied to catalyze the synthesis of five intermediates of active pharmaceutical ingredients (APIs): valsartan, sonidegib, erdafitinib, tubulin inhibitor, and lumacaftor. Importantly, the palladium residue in the API intermediates synthesized with Fe3O4@FSM@Pd as catalyst was less than 1 ppm. Furthermore, Fe3O4@FSM@Pd is stable and can be reused at least 5 times without losing activity.

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来源期刊
Reaction Chemistry & Engineering
Reaction Chemistry & Engineering Chemistry-Chemistry (miscellaneous)
CiteScore
6.60
自引率
7.70%
发文量
227
期刊介绍: Reaction Chemistry & Engineering is a new journal reporting cutting edge research into all aspects of making molecules for the benefit of fundamental research, applied processes and wider society. From fundamental, molecular-level chemistry to large scale chemical production, Reaction Chemistry & Engineering brings together communities of chemists and chemical engineers working to ensure the crucial role of reaction chemistry in today’s world.
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