Construction and Characterization of Magnetic Fe3O4 Nanoparticles Supported Palladium Complex: Research on Synthesis of Aryl Nitriles and Tetrazoles

IF 2.3 4区 化学 Q3 CHEMISTRY, PHYSICAL
Ayman A. Ghfar, Firas Abdulrasool Hashem Albadran, Xiaoliang Liu
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Abstract

During the last decade, research on the preparation of nano-catalysts, especially magnetic nano-catalysts, and their application in chemical reactions has become an attractive topic in organic synthesis. Nitriles are valuable compounds that are important in industrial, biological, and pharmaceutical processes. On the other hand, tetrazoles are heterocyclic compounds that have valuable pharmacological and biological properties. Therefore, developing new, environmentally friendly, and efficient catalytic systems for synthesizing nitriles and tetrazoles is needed. In this research work, we successfully fabricated Pd (0) complex immobilized on Fe3O4 nanoparticles modified with 3-amino-2-(aminomethyl)propanoic acid and imidazole [Fe3O4@SiO2-AAPA/Imid-Pd(0)] and investigated its catalytic activity in the preparation of aryl nitriles and 5-substituted-1H-tetrazoles from aryl iodides. In this attractive methodology, we first prepared different aryl nitrile derivatives from the cyanation of aryl halides and then prepared a broad range of 5-substituted-1H-tetrazoles through the condensation of the as-prepared aryl nitriles with sodium azide. The experimental results revealed that this catalyst could be reused for more than 8 consecutive runs without losing activity. Among the outstanding features of this method for the synthesis of aryl nitriles and tetrazoles, the following can be mentioned: the synthesis of products with high yields in suitable times, performing the reactions in an environmentally friendly solvent, the applicability of the method for a wide range from the substrates, easy separation of the Fe3O4@SiO2-AAPA/Imid-Pd(0) catalyst from the reaction mixture and high reusability of the catalyst.

Graphical Abstract

Abstract Image

以钯为载体的磁性Fe3O4纳米粒子的构建与表征芳基腈和四唑的合成研究
近十年来,有关纳米催化剂(尤其是磁性纳米催化剂)的制备及其在化学反应中的应用的研究已成为有机合成领域一个极具吸引力的课题。腈是一种有价值的化合物,在工业、生物和制药过程中具有重要意义。另一方面,四唑是杂环化合物,具有宝贵的药理和生物学特性。因此,需要开发新型、环保、高效的催化系统来合成腈类和四唑类化合物。在这项研究工作中,我们成功制备了固定在用 3-氨基-2-(氨甲基)丙酸和咪唑修饰的 Fe3O4 纳米颗粒上的 Pd (0) 复合物 [Fe3O4@SiO2-AAPA/Imid-Pd(0)],并研究了其在从芳基碘化物制备芳基腈和 5-取代-1H-四唑中的催化活性。在这一极具吸引力的方法中,我们首先通过芳基卤化物的氰化反应制备了不同的芳基腈衍生物,然后通过将制备的芳基腈与叠氮化钠缩合制备了多种 5-取代-1H-四唑。实验结果表明,这种催化剂可以连续重复使用 8 次以上而不会失去活性。该方法合成芳基腈和四唑的突出特点包括:在合适的时间内合成高产率的产品;在环保溶剂中进行反应;该方法适用于多种底物;Fe3O4@SiO2-AAPA/Imid-Pd(0) 催化剂易于从反应混合物中分离;催化剂的重复利用率高。
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来源期刊
Catalysis Letters
Catalysis Letters 化学-物理化学
CiteScore
5.70
自引率
3.60%
发文量
327
审稿时长
1 months
期刊介绍: Catalysis Letters aim is the rapid publication of outstanding and high-impact original research articles in catalysis. The scope of the journal covers a broad range of topics in all fields of both applied and theoretical catalysis, including heterogeneous, homogeneous and biocatalysis. The high-quality original research articles published in Catalysis Letters are subject to rigorous peer review. Accepted papers are published online first and subsequently in print issues. All contributions must include a graphical abstract. Manuscripts should be written in English and the responsibility lies with the authors to ensure that they are grammatically and linguistically correct. Authors for whom English is not the working language are encouraged to consider using a professional language-editing service before submitting their manuscripts.
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