Design, Synthesis, and Characterization of a Novel Magnetically Recoverable Copper Nanocatalyst Containing Organoselenium Ligand and Its Application in the A3 Coupling Reaction
Design, Synthesis, and Characterization of a Novel Magnetically Recoverable Copper Nanocatalyst Containing Organoselenium Ligand and Its Application in the A3 Coupling Reaction
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DOI：
10.1021/acs.iecr.9b03843
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发表时间：
2019-09-18
影响因子：
4.2
通讯作者：
Elhampour, Ali
中科院分区：
文献类型：
--
作者：
Rangraz, Yalda;Nemati, Firouzeh;Elhampour, Ali
在本工作中，设计、合成了一种新型多相催化体系，该体系涉及由 SiO2/氨丙基三乙氧基硅烷改性的 Fe3O4 纳米颗粒负载的湿气和空气稳定的有机硒配体的铜（I）配合物，并使用各种物理化学方法进行了表征，包括傅里叶变换红外光谱、X 射线衍射、振动样品磁力测定、场发射扫描电子显微镜、能量色散 X 射线光谱、X 射线光电子能谱、原子吸收光谱、电感耦合等离子体光学发射光谱法和热重分析法。合成的磁性纳米催化剂（命名为 Fe3O4@SiO2-Se-T/CuI）在 A(3) 偶联反应中评估了使用不同醛、仲胺和末端炔制备炔丙胺化合物的催化活性。良好的反应条件、多种底物范围、良好的产率、短反应时间、高稳定性、利用有机硒化合物作为对空气和水分不敏感的配体及其在固体载体上的固定化，更重要的是，催化剂的轻松回收和可循环性长达五个连续循环而不会显着损失其活性，是该方案的一些有趣特征，使其从工业和环境角度来看都更加有利。
In the present work, a novel heterogeneous catalytic system involving copper(I) complex of moisture- and air-stable organoselenium ligand supported on Fe3O4 nanoparticles modified by SiO2/aminopropyltrieethoxysilane was designed, synthesized, and characterized using various physicochemical methods inclusive Fourier transform infrared spectroscopy, X-ray diffraction, vibrating sample magnetometry, field emission scanning electron microscopy, energy dispersive X-ray spectroscopy, X-ray photoelectron spectroscopy, atomic absorption spectroscopy, inductively coupled plasma optical emission spectroscopy, and thermogravimetry. The catalytic activity of the synthesized magnetic nanocatalyst which was named Fe3O4@SiO2-Se-T/CuI was evaluated in A(3) coupling reactions for the preparation of propargylamine compounds using diverse aldehydes, secondary amines, and terminal alkynes. The benign reaction condition, variety of substrate scope, good yield, low reaction time, high stability, utilization of organoselenium compound as an air- and moisture-insensitive ligand and its immobilization on solid support, and, more importantly, effortless recovery and recyclability of the catalyst up to five consecutive cycles without remarkable loss in its activity are some of the interesting features of this protocol that makes it more beneficial from both industrial and environmental points of view.