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由没食子酸功能化的FeO@SiO核壳结构:一种用于环境友好型合成吖啶-1,8-二酮的新型、稳健且与水相容的多相磁性纳米催化剂。

FeO@SiO core/shell functionalized by gallic acid: a novel, robust, and water-compatible heterogeneous magnetic nanocatalyst for environmentally friendly synthesis of acridine-1,8-diones.

作者信息

Firoozi Zahra, Khalili Dariush, Sardarian Ali Reza

机构信息

Department of Chemistry, College of Sciences, Shiraz University Shiraz 71467-13565 Iran

出版信息

RSC Adv. 2024 Apr 3;14(16):10842-10857. doi: 10.1039/d4ra00629a.

Abstract

In this study, we conveniently prepared a novel robust heterogeneous magnetic nanocatalyst using a FeO@SiO core/shell stabilized by gallic acid. The catalyst was completely characterized by various physicochemical techniques, including infrared spectroscopy (FT-IR), X-ray diffraction (XRD), dynamic light scattering (DLS), transmission electron microscopy (TEM), field emission scanning electron microscopy (FE-SEM), thermogravimetric analysis (TGA), potentiometric titration, energy dispersive X-ray microanalysis (EDX), vibrating sample magnetometer (VSM), zeta potential analysis, and BET. The potential ability of the newly developed sulfonated nanocatalyst was then exploited in the multicomponent synthesis of acridine-1,8-dione derivatives by considering the green chemistry matrix and under mild conditions. Various aldehydes and amines were smoothly reacted with dimedone, affording the desired products in good to excellent yields. The introduction of sulfonic groups using gallic acid allowed the development of a water-compatible and highly recyclable catalytic system for reactions in an aqueous environment. The prepared catalyst can be readily magnetically separated and reused eight times without significant loss of activity. High synthetic efficiency, using a recyclable and eco-sustainable catalyst under mild conditions, and easy product isolation are salient features of this catalytic system, which makes this protocol compatible with the demands of green chemistry.

摘要

在本研究中,我们利用没食子酸稳定的FeO@SiO核壳结构简便地制备了一种新型的坚固非均相磁性纳米催化剂。通过多种物理化学技术对该催化剂进行了全面表征,包括红外光谱(FT-IR)、X射线衍射(XRD)、动态光散射(DLS)、透射电子显微镜(TEM)、场发射扫描电子显微镜(FE-SEM)、热重分析(TGA)、电位滴定、能量色散X射线微分析(EDX)、振动样品磁强计(VSM)、zeta电位分析和BET。然后,考虑到绿色化学框架并在温和条件下,利用新开发的磺化纳米催化剂在吖啶-1,8-二酮衍生物的多组分合成中的潜在能力。各种醛和胺与达米酮顺利反应,以良好至优异的产率得到所需产物。使用没食子酸引入磺酸基团使得能够开发出一种与水相容且可高度循环使用的催化体系,用于水性环境中的反应。所制备的催化剂可以很容易地通过磁性分离并重复使用八次而活性没有明显损失。在温和条件下使用可循环且生态可持续的催化剂具有高合成效率以及易于产物分离,是该催化体系的显著特点,这使得该方案符合绿色化学的要求。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cad4/10990003/0b53d16c451f/d4ra00629a-s1.jpg

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