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L-天冬酰胺-乙二胺四乙酸酰胺二氧化硅包覆磁性纳米粒子:一种用于绿色合成3,4-二氢嘧啶-2(1H)-酮化合物的高效且具有纳米级有序结构的多功能核壳有机催化剂。

l-Asparagine-EDTA-amide silica-coated MNPs: a highly efficient and nano-ordered multifunctional core-shell organocatalyst for green synthesis of 3,4-dihydropyrimidin-2(1)-one compounds.

作者信息

Rostami Negin, Dekamin Mohammad G, Valiey Ehsan, FaniMoghadam Hamidreza

机构信息

Pharmaceutical and Biologically-Active Compounds Research Laboratory, Department of Chemistry, Iran University of Science and Technology Tehran 16846-13114 Iran

出版信息

RSC Adv. 2022 Aug 12;12(34):21742-21759. doi: 10.1039/d2ra02935a. eCollection 2022 Aug 4.

Abstract

In this study, new l-asparagine grafted on 3-aminopropyl-modified FeO@SiO core-shell magnetic nanoparticles using the EDTA linker (FeO@SiO-APTS-EDTA-asparagine) was prepared and its structures properly confirmed using different spectroscopic, microscopic and magnetic methods or techniques including FT-IR, EDX, XRD, FESEM, TEM, TGA and VSM. The FeO@SiO-APTS-EDTA-asparagine core-shell nanomaterial was found, as a highly efficient multifunctional and recoverable organocatalyst, to promote the efficient synthesis of a wide range of biologically-active 3,4-dihydropyrimidin-2(1)-one derivatives under solvent-free conditions. It was proved that FeO@SiO-APTS-EDTA-asparagine MNPs, as a catalyst having excellent thermal and magnetic stability, specific morphology and acidic sites with appropriate geometry, can activate the Biginelli reaction components. Moreover, the environmental-friendliness and nontoxic nature of the catalyst, cost effectiveness, low catalyst loading, easy separation of the catalyst from the reaction mixture and short reaction time are some of the remarkable advantages of this green protocol.

摘要

在本研究中,制备了使用乙二胺四乙酸(EDTA)连接剂接枝在3-氨丙基改性的FeO@SiO核壳磁性纳米颗粒上的新型L-天冬酰胺(FeO@SiO-APTS-EDTA-天冬酰胺),并使用包括傅里叶变换红外光谱(FT-IR)、能谱分析(EDX)、X射线衍射(XRD)、场发射扫描电子显微镜(FESEM)、透射电子显微镜(TEM)、热重分析(TGA)和振动样品磁强计(VSM)等不同的光谱、显微镜和磁性方法或技术对其结构进行了适当确认。发现FeO@SiO-APTS-EDTA-天冬酰胺核壳纳米材料作为一种高效的多功能且可回收的有机催化剂,能够在无溶剂条件下促进多种生物活性3,4-二氢嘧啶-2(1)-酮衍生物的高效合成。事实证明,FeO@SiO-APTS-EDTA-天冬酰胺磁性纳米颗粒作为一种具有优异热稳定性和磁稳定性、特定形态以及具有合适几何形状的酸性位点的催化剂,可以激活Biginelli反应组分。此外,该催化剂的环境友好性和无毒性质、成本效益、低催化剂负载量、易于从反应混合物中分离催化剂以及短反应时间是这一绿色方案的一些显著优点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b7fe/9386691/1cec56b10292/d2ra02935a-s1.jpg

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