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用铜(I)配合物修饰的磁性纳米颗粒作为一种新型高效的可重复使用催化剂用于A偶联反应,以形成C-N键。

Magnetic nanoparticles modified with a copper(i) complex as a novel and efficient reusable catalyst for A coupling leading to C-N bond formation.

作者信息

Li Wei, Yan Jinlong, Xu Wenjing, Zhang Li Yan

机构信息

College of Science and Engineering, Jiaozuo Normal College Jiaozuo Henan 454000 China

Institute Chemical Technology Guangzhou China

出版信息

RSC Adv. 2023 Oct 3;13(41):28964-28974. doi: 10.1039/d3ra04871c. eCollection 2023 Sep 26.

Abstract

Propargylamines are an important and valuable family of nitrogen-containing compounds with many applications in the fields of medical, industrial, and chemical processes. One-pot multicomponent A coupling reactions of aldehydes, amines, and alkynes in the presence of transition metals as catalysts is an efficient strategy for preparing propargylamines. In this study, we fabricated a novel magnetically reusable copper nanocatalyst [FeO-BIm-Pyrim-CuI] through the immobilization of the copper(i) complex on the surface of the magnetic nanoparticles modified with benzimidazole-pyrimidine ligand and evaluated its catalytic activity in the preparation of propargylamines through one-pot multicomponent A coupling reactions of aldehydes, amines, and alkynes. Under this catalytic system, aryl substrates with both electron-donating and electron-withdrawing substituents also gave the desired products in excellent yields under standardized conditions. The FeO-BIm-Pyrim-CuI catalyst was easily separated using an external magnet, and the recovered catalyst was reused in 8 cycles without significant loss of activity.

摘要

炔丙胺是一类重要且有价值的含氮化合物,在医学、工业和化学工艺等领域有许多应用。在过渡金属作为催化剂存在的情况下,醛、胺和炔烃的一锅多组分A偶联反应是制备炔丙胺的一种有效策略。在本研究中,我们通过将铜(I)配合物固定在经苯并咪唑 - 嘧啶配体修饰的磁性纳米颗粒表面,制备了一种新型的可磁重复使用的铜纳米催化剂[FeO - BIm - Pyrim - CuI],并通过醛、胺和炔烃的一锅多组分A偶联反应评估了其在炔丙胺制备中的催化活性。在该催化体系下,具有供电子和吸电子取代基的芳基底物在标准条件下也能以优异的产率得到所需产物。FeO - BIm - Pyrim - CuI催化剂可通过外部磁铁轻松分离,回收的催化剂可重复使用8次而活性无明显损失。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5a1d/10545981/14e8c338e2e9/d3ra04871c-s1.jpg

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