Microwave-Assisted Synthesis of Azo-Chalcone Using Porous MOF Catalysts: Insights from DFT and Molecular Docking

IF 2.3 4区 化学 Q3 CHEMISTRY, PHYSICAL
Sameera Sh. Mohammed Ameen, Myasar Kh. Ibrahim, Shireen R. Mohammed, Mohamed Chellegui, Haydar Mohammad-Salim, Khalid M. Omer, Jesus Vicente de Julián-Ortiz
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引用次数: 0

Abstract

Metal-organic frameworks (MOFs)-derived heterogeneous catalysis has gained significant attention for their catalytic efficacy and unique structural features, making them valuable in various organic syntheses by enhancing reaction efficiency, selectivity, and sustainability. MOFs are highly effective catalysts in organic synthesis due to their catalytically active sites, significant surface areas, tunable pore structures, and a wide range of chemical characteristics that enhance selectivity and accelerate reactions. This study introduces the application of a novel MOF (called UoZ-2) as a heterogeneous catalyst for synthesizing a novel azo-chalcone product through the Claisen-Schmidt condensation process. The UoZ-2 acid catalyst is esteemed for its many benefits, such as operating under mild conditions, achieving rapid reaction rates, facilitating straightforward recovery and isolation without diminishing catalytic efficiency after multiple uses, enabling easy product purification, and offering scalability and lower cost for industrial applications. Furthermore, azo-chalcone product synthesis under microwave irradiation conditions achieves a high yield, saving energy and time, which was compared with the traditional reflux method. Ultimately, these outcomes confirm the use of a friendly environmental method. Moreover, the reusable studies exhibited that the catalysts were found to be stable and reusable for up to three cycles without substantial loss of catalytic activity. The synthesized azo-chalcone was thoroughly characterized using spectroscopic techniques, and its biological potential was assessed through molecular docking studies with the HER2 protein. Computational studies, including density functional theory and ADMET analysis, further revealed the synthesized compound’s electronic properties and pharmacokinetic potential. The findings highlight the potential of UoZ-2 as an efficient and sustainable catalyst for the scalable synthesis of biologically relevant chalcones, offering an environmentally friendly alternative to traditional homogeneous catalytic systems.

Graphical Abstract

微波辅助多孔MOF催化剂合成偶氮查尔酮:来自DFT和分子对接的见解
金属-有机框架(mof)衍生的多相催化因其催化效能和独特的结构特征而受到广泛关注,通过提高反应效率、选择性和可持续性,在各种有机合成中具有重要的应用价值。mof具有催化活性位点、显著的比表面积、可调节的孔结构和广泛的化学特性,可提高选择性和加速反应,是有机合成中高效的催化剂。本研究介绍了一种新型MOF(称为UoZ-2)作为非均相催化剂,通过Claisen-Schmidt缩合法合成一种新型偶氮查尔酮产物的应用。UoZ-2酸性催化剂因其许多优点而受到推崇,例如在温和条件下操作,实现快速反应速率,在多次使用后促进直接回收和分离而不降低催化效率,易于产品纯化,并为工业应用提供可扩展性和更低的成本。与传统回流法相比,在微波辐照条件下合成偶氮查尔酮产物收率高、节能省时。最终,这些结果证实了一种友好的环境方法的使用。此外,可重复使用的研究表明,催化剂被发现是稳定的,可重复使用多达三个循环,而没有实质性的催化活性损失。利用光谱技术对合成的偶氮查尔酮进行了全面表征,并通过与HER2蛋白的分子对接研究评估了其生物学潜力。计算研究,包括密度泛函理论和ADMET分析,进一步揭示了合成化合物的电子性质和药代动力学电位。这些发现突出了UoZ-2作为一种高效和可持续的催化剂的潜力,可用于可扩展合成生物相关的查尔酮,为传统的均相催化系统提供了一种环保的替代品。图形抽象
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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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