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使用 Fe₃O₄@Ph-PMO-NaHSO₄ 作为新型可分离磁纳米催化剂合成四氢苯并[]吡喃和吡喃[2,3-]嘧啶酮衍生物。

Synthesis of Tetrahydrobenzo[]pyran and Pyrano[2, 3-]pyrimidinone Derivatives Using Fe₃O₄@Ph-PMO-NaHSO₄ as a New Magnetically Separable Nanocatalyst.

机构信息

Department of Chemistry, College of Sciences, University of Guilan, Rasht, 41335-19141, Iran.

Institute of Medical Advanced Technologies, Guilan University of Medical Science, Rasht, 41346-45971, Iran.

出版信息

J Nanosci Nanotechnol. 2019 Jun 1;19(6):3447-3458. doi: 10.1166/jnn.2019.16032.

DOI:10.1166/jnn.2019.16032
PMID:30744772
Abstract

Immobilized NaHSO₄ on core/shell phenylene bridged periodic mesoporous organosilica magnetic nanoparticles (Fe₃O₄@Ph-PMO-NaHSO₄) as a new acidic magnetically separable nanocatalyst was successfully prepared in three steps: (i) preparation of Fe₃O₄ nanoparticles by a precipitation method, (ii) synthesis of an organic-inorganic periodic mesoporous organosilica structure with phenyl groups on the surface of Fe₃O₄ magnetic nanoparticles (MNPs) and (iii) finally adsorption of NaHSO₄ on periodic mesoporous organosilica (PMO) network. The prepared organic-inorganic magnetic reagent was characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray powder diffraction (XRD), transmission electron microscopy (TEM), N₂ adsorption-desorption and energy-dispersive X-ray (EDX) techniques. Finally, it was used as a reusable and new catalyst to promote the synthesis of tetrahydrobenzo[]pyran and pyrano[2,3-]pyrimidinone derivatives as important biologically active compounds. Eco-friendly protocol, high yields, short reaction times and easy and quick isolation of the products are the main advantages of this procedure.

摘要

将 NaHSO₄ 固定在核/壳型联苯桥联介孔有机硅磁性纳米颗粒(Fe₃O₄@Ph-PMO-NaHSO₄)上作为一种新型酸性可分离磁性纳米催化剂,通过以下三个步骤成功制备:(i)沉淀法制备 Fe₃O₄ 纳米颗粒,(ii)在 Fe₃O₄ 磁性纳米颗粒(MNPs)表面合成有机-无机介孔有机硅结构,具有苯基基团,(iii)最后将 NaHSO₄ 吸附到介孔有机硅(PMO)网络上。所制备的有机-无机磁性试剂通过傅里叶变换红外光谱(FT-IR)、X 射线粉末衍射(XRD)、透射电子显微镜(TEM)、N₂吸附-解吸和能量色散 X 射线(EDX)技术进行了表征。最后,它被用作一种可重复使用的新型催化剂,以促进四氢苯并[]吡喃和吡啶并[2,3-]嘧啶酮衍生物的合成,这些化合物是重要的生物活性化合物。该方法的主要优点是环境友好、产率高、反应时间短,以及产物易于快速分离。

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