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附着在1,3,5-三嗪固定化二氧化硅包覆的FeO核/壳磁性纳米颗粒上的吡啶甲胺-Ni(ii)配合物,作为一种环境友好且可回收的催化剂用于一锅法合成取代吡啶衍生物。

Picolylamine-Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated FeO core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives.

作者信息

Rezayati Sobhan, Kalantari Fatemeh, Ramazani Ali

机构信息

Department of Chemistry, Faculty of Science, University of Zanjan Zanjan 45371-38791 Iran

Department of Biotechnology, Research Institute of Modern Biological Techniques (RIMBT), University of Zanjan Zanjan 45371-38791 Iran.

出版信息

RSC Adv. 2023 Apr 25;13(19):12869-12888. doi: 10.1039/d3ra01826a. eCollection 2023 Apr 24.

Abstract

In the current study, an environmentally friendly and facile method was proposed for designing and constructing a catalyst with Ni(ii) attached to a picolylamine complex on 1,3,5-triazine-immobilized FeO core-shell magnetic nanoparticles (Ni-picolylamine/TCT/APTES@SiO@FeO) a stepwise procedure. The as-synthesized nanocatalyst was identified and characterized Fourier-transform infrared (FT-IR), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA), vibrating-sample magnetometry (VSM), transmission electron microscopy (TEM), X-ray diffraction (XRD), Brunauer-Emmett-Teller (BET), field-emission scanning electron microscopy (FE-SEM), inductively coupled plasma (ICP), and energy-dispersive X-ray spectrometry (EDX). The obtained results from the BET analysis indicated that the synthesized nanocatalyst had high specific area (53.61 m g) and mesoporous structure. TEM observations confirmed the particle size distribution was in the range 23-33 nm. Moreover, the binding energy peaks observed at 855.8 and 864.9 eV in the XPS analysis confirmed the successful and stable attachment of Ni(ii) on the surface of the picolylamine/TCT/APTES@SiO@FeO. The as-fabricated catalyst was used to produce pyridine derivatives by the one-pot pseudo-four component reaction of malononitrile, thiophenol, and a variety of aldehyde derivatives under solvent-free conditions or EG at 80 °C. The highest yield achieved was 97% for compound 4d in EG at 80 °C with a TOF of 823 h and TON of 107. It was found that the used catalyst was recyclable for eight consecutive cycles. On the basis of ICP analysis, the results indicated that the Ni leaching was approximately 1%.

摘要

在当前的研究中,提出了一种环境友好且简便的方法,用于设计和构建一种催化剂,该催化剂是通过将镍(II)附着在固定于1,3,5 - 三嗪的FeO核壳磁性纳米颗粒(Ni - 吡啶甲胺/TCT/APTES@SiO@FeO)上的吡啶甲胺配合物,这是一个逐步的过程。通过傅里叶变换红外光谱(FT - IR)、X射线光电子能谱(XPS)、热重分析(TGA)、振动样品磁强计(VSM)、透射电子显微镜(TEM)、X射线衍射(XRD)、布鲁诺尔 - 埃米特 - 特勒(BET)、场发射扫描电子显微镜(FE - SEM)、电感耦合等离子体(ICP)和能量色散X射线光谱(EDX)对合成的纳米催化剂进行了鉴定和表征。BET分析获得的结果表明,合成的纳米催化剂具有高比表面积(53.61 m²/g)和介孔结构。TEM观察证实粒径分布在23 - 33 nm范围内。此外,XPS分析中在855.8和864.9 eV处观察到的结合能峰证实了Ni(II)成功且稳定地附着在吡啶甲胺/TCT/APTES@SiO@FeO表面。所制备的催化剂用于在无溶剂条件下或在80°C的乙二醇中通过丙二腈、苯硫酚和各种醛衍生物的一锅法假四组分反应制备吡啶衍生物。在80°C的乙二醇中,化合物4d的最高产率达到97%,TOF为823 h,TON为107。发现使用的催化剂可连续循环使用八次。基于ICP分析,结果表明镍的浸出率约为1%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48cb/10128109/4f328076f7d0/d3ra01826a-s1.jpg

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