Bio-synthesized Fe(0)/Fe2O3 composite nanoparticles as a catalyst towards the preparation of dihydropyridine derivatives under solvent-free condition at room temperature

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2024-11-10 DOI:10.1016/j.tet.2024.134365
Partha Sarathi Bera, Jharna Mahato, Tanmoy Kumar Saha
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Abstract

A sustainable and innovative approach has been developed for synthesizing of Fe(0)/Fe2O3 composite nanoparticles (Fe(0)/Fe2O3NPs), utilizing the bark extract of the arjun tree (Terminalia arjuna) as a reducing and capping agent. This environmentally friendly Fe(0)/Fe2O3NPs was thoroughly characterized using various analytical techniques, including UV–Visible spectroscopy, FT-IR, PXRD, HR-TEM, SEM, and XPS. The nanoparticles were then evaluated as catalysts for facilitating the three-component Hantzsch reaction with acetylacetone, ammonium acetate, and substituted aldehydes, producing bioactive dihydropyridine derivatives. The catalyst exhibited high performance over approximately five cycles, with negligible loss in yield and catalytic efficiency. Additionally, a mechanistic pathway was proposed and elucidated through intermediate mass analysis, supported by Density Functional Theory (DFT) calculations.

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以生物合成的 Fe(0)/Fe2O3 复合纳米粒子为催化剂,在室温无溶剂条件下制备二氢吡啶衍生物
利用阿尔琼树(Terminalia arjuna)树皮提取物作为还原剂和封端剂,开发了一种可持续的创新方法来合成 Fe(0)/Fe2O3 复合纳米粒子(Fe(0)/Fe2O3NPs)。利用各种分析技术,包括紫外可见光谱、傅立叶变换红外光谱、PXRD、HR-TEM、SEM 和 XPS,对这种环保型 Fe(0)/Fe2O3NPs 进行了全面表征。然后评估了纳米颗粒作为催化剂促进与乙酰丙酮、乙酸铵和取代醛的三组分 Hantzsch 反应,生成具有生物活性的二氢吡啶衍生物的情况。该催化剂在大约五个周期内表现出高性能,产率和催化效率的损失可以忽略不计。此外,在密度泛函理论(DFT)计算的支持下,通过中间质量分析,提出并阐明了一种机理途径。
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来源期刊
Tetrahedron
Tetrahedron 化学-有机化学
CiteScore
3.90
自引率
4.80%
发文量
439
审稿时长
34 days
期刊介绍: Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.
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Contents continued Graphical abstract TOC Graphical abstract TOC Editorial Board Synthesis of dendritic self-immolative molecules triggered by reactive electrophilic alkylating agents: Assessment for colorimetric disclosure of such agents
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