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在温和条件下,将铜纳米颗粒稳定在双席夫碱功能化的ZSM-5上用于A耦合反应催化。

Stabilization of copper nanoparticles onto the double Schiff-base-functionalized ZSM-5 for A coupling reaction catalysis aimed under mild conditions.

作者信息

Mohammadi Leila, Hosseinifard Mojtaba, Vaezi Mohammad Reza, Rostamnia Sadegh

机构信息

Department of Nano Technology and Advanced Materials, Materials and Energy Research Center Karaj Iran

Department of Energy, Materials and Energy Research Center Karaj Iran

出版信息

RSC Adv. 2023 Feb 7;13(7):4843-4858. doi: 10.1039/d2ra07700k. eCollection 2023 Jan 31.

DOI:10.1039/d2ra07700k
PMID:36760293
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9903180/
Abstract

In this research a highly efficient and heterogeneous catalyst of ZSM-5@APTMS@()-4-((pyridin-2-ylimino)methyl) benzaldehyde@Cu-NPs was synthesized for upgrading the A coupling reaction for the synthesis of propargylamines under mild conditions. Rational tuning of the microenvironment of metallic NPs to improve efficiency and reusability in catalytic performances is of significance for scalable applications. Firstly, ZSM-5 was immobilized with APTMS (3-aminopropyltrimethoxysilane) and further modified with ()-4-((pyridin-2-ylimino)methyl)benzaldehyde. Subsequently, the amine-activated zeolite@()-4-((pyridin-2-ylimino)methyl)benzaldehyde was applied to increase the stabilization of Cu metal nanoparticles. The catalyst was treated with hydrazine to reduce Cu(ii) to Cu(0), which led to active metal sites. The results of catalytic performance in comparison with different parts of catalysis indicate high efficiency due to the stabilization of copper nanoparticles onto the newly synthesized support of MOF modified with nitrogen aromatic groups. The addition of N-rich organic ligand through modification alters the electronic structure of the final composite in favor of the progress of the A-coupling reaction. Moreover, the proposed catalyst showed no reduction in the catalytic performance up to four cycles, and a minor loss of efficiency occurs after the seventh cycle. In addition, the catalyst was effectively recycled up to 7 times without leaching of Cu-NPs.

摘要

在本研究中,合成了一种高效的多相催化剂ZSM-5@APTMS@()-4-((吡啶-2-基亚氨基)甲基)苯甲醛@Cu-NPs,用于在温和条件下促进用于合成炔丙胺的A耦合反应。合理调节金属纳米颗粒的微环境以提高催化性能的效率和可重复使用性对于可扩展应用具有重要意义。首先,用APTMS(3-氨丙基三甲氧基硅烷)固定ZSM-5,并进一步用()-4-((吡啶-2-基亚氨基)甲基)苯甲醛进行改性。随后,将胺活化的沸石@()-4-((吡啶-2-基亚氨基)甲基)苯甲醛用于提高铜金属纳米颗粒的稳定性。用肼处理该催化剂,将Cu(ii)还原为Cu(0),从而产生活性金属位点。与催化不同部分相比的催化性能结果表明,由于铜纳米颗粒在新合成的含氮芳基修饰的MOF载体上的稳定化,催化效率很高。通过改性添加富氮有机配体改变了最终复合材料的电子结构,有利于A耦合反应的进行。此外,所提出的催化剂在四个循环内催化性能没有降低,在第七个循环后效率略有损失。此外,该催化剂可有效循环使用7次,且没有Cu-NPs的浸出。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/2b3595f72efb/d2ra07700k-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/057f4d325341/d2ra07700k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/db2882d7b863/d2ra07700k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/8f73d815dce2/d2ra07700k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/ce89e5e13d88/d2ra07700k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/029c21fbc39b/d2ra07700k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/81ca62fe39ec/d2ra07700k-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/58aa060d7e26/d2ra07700k-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/b2344271c9a1/d2ra07700k-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/2b3595f72efb/d2ra07700k-f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/057f4d325341/d2ra07700k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/db2882d7b863/d2ra07700k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/8f73d815dce2/d2ra07700k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/ce89e5e13d88/d2ra07700k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/029c21fbc39b/d2ra07700k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/81ca62fe39ec/d2ra07700k-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/58aa060d7e26/d2ra07700k-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/b2344271c9a1/d2ra07700k-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b489/9903180/2b3595f72efb/d2ra07700k-f8.jpg

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2
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Org Biomol Chem. 2020 Oct 14;18(39):7751-7773. doi: 10.1039/d0ob01631d.
3
Silver nanoparticles-decorated Preyssler functionalized cellulose biocomposite as a novel and efficient catalyst for the synthesis of 2-amino-4H-pyrans and spirochromenes.
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J Fluoresc. 2024 May;34(3):1307-1318. doi: 10.1007/s10895-023-03342-9. Epub 2023 Aug 2.
载银纳米粒子的 Preyssler 功能化纤维素生物复合材料作为一种新型高效催化剂用于合成 2-氨基-4H-吡喃和螺色烯。
Sci Rep. 2020 Sep 3;10(1):14540. doi: 10.1038/s41598-020-70738-z.
4
Recent advances in the chemistry of imine-based multicomponent reactions (MCRs).基于亚胺的多组分反应(MCRs)化学的最新进展。
Tetrahedron. 2011 Oct 28;67(43):8213-8228. doi: 10.1016/j.tet.2011.07.020. Epub 2011 Jul 18.
5
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Chem Rec. 2018 Oct;18(10):1409-1473. doi: 10.1002/tcr.201700100. Epub 2018 Mar 14.
10
Synthesis and Reactivity of Propargylamines in Organic Chemistry.有机化学中炔丙胺的合成与反应性。
Chem Rev. 2017 Dec 27;117(24):14091-14200. doi: 10.1021/acs.chemrev.7b00343. Epub 2017 Nov 22.