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Design and Preparation of Copper(II)–Mesalamine Complex Functionalized on Silica-Coated Magnetite Nanoparticles and Study of Its Catalytic Properties for Green and Multicomponent Synthesis of Highly Substituted 4H-Chromenes and Pyridines
[Image: see text] In the present study, a green and ecofriendly nanocatalyst was synthesized through functionalization of 2,4,6-trichloro-1,3,5-triazine (TCT) and mesalamine on silica-coated magnetic nanoparticles (MNPs), then coordination with Cu(2+) without agglomeration, consecutively. The silica...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9089390/ https://www.ncbi.nlm.nih.gov/pubmed/35557658 http://dx.doi.org/10.1021/acsomega.2c00731 |
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author | Taherkhani, Hooman Ramazani, Ali Sajjadifar, Sami Aghahossieini, Hamideh Rezaei, Aram |
author_facet | Taherkhani, Hooman Ramazani, Ali Sajjadifar, Sami Aghahossieini, Hamideh Rezaei, Aram |
author_sort | Taherkhani, Hooman |
collection | PubMed |
description | [Image: see text] In the present study, a green and ecofriendly nanocatalyst was synthesized through functionalization of 2,4,6-trichloro-1,3,5-triazine (TCT) and mesalamine on silica-coated magnetic nanoparticles (MNPs), then coordination with Cu(2+) without agglomeration, consecutively. The silica-coated MNPs functionalized with the Cu(*II)–mesalamine complex was (Fe(3)O(4)@SiO(2)@NH(2)-TCT-mesalamine–Cu(II) MNPs) completely characterized by FT-IR, XRD, EDX, FESEM, TEM, VSM, TGA, and BET analyses. Afterward, the activity of the novel catalyst was investigated in the synthesis of chromene heterocycles, which were an important group of organic compounds. The activity of Fe(3)O(4)@SiO(2)@NH(2)-TCT-mesalamine–Cu(II) MNPs as a high-performance heterogeneous nanocatalyst was evaluated for the synthesis of 2-amino-4-aryl-6-(phenylthio)pyridine-3,5-dicarbonitriles and 2-amino-4H-chromenes via aromatic aldehydes, malononitrile, and enolizable C–H acids (resorcinol, 2-hydroxynaphthalene-1,4-dione, and benzenethiol) in ethanol under reflux conditions. Fe(3)O(4)@SiO(2)-TCT-mesalamine–Cu(II) could be quickly separated using an external magnet and reused nine times without a remarkable reduction of its catalytic activity. |
format | Online Article Text |
id | pubmed-9089390 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-90893902022-05-11 Design and Preparation of Copper(II)–Mesalamine Complex Functionalized on Silica-Coated Magnetite Nanoparticles and Study of Its Catalytic Properties for Green and Multicomponent Synthesis of Highly Substituted 4H-Chromenes and Pyridines Taherkhani, Hooman Ramazani, Ali Sajjadifar, Sami Aghahossieini, Hamideh Rezaei, Aram ACS Omega [Image: see text] In the present study, a green and ecofriendly nanocatalyst was synthesized through functionalization of 2,4,6-trichloro-1,3,5-triazine (TCT) and mesalamine on silica-coated magnetic nanoparticles (MNPs), then coordination with Cu(2+) without agglomeration, consecutively. The silica-coated MNPs functionalized with the Cu(*II)–mesalamine complex was (Fe(3)O(4)@SiO(2)@NH(2)-TCT-mesalamine–Cu(II) MNPs) completely characterized by FT-IR, XRD, EDX, FESEM, TEM, VSM, TGA, and BET analyses. Afterward, the activity of the novel catalyst was investigated in the synthesis of chromene heterocycles, which were an important group of organic compounds. The activity of Fe(3)O(4)@SiO(2)@NH(2)-TCT-mesalamine–Cu(II) MNPs as a high-performance heterogeneous nanocatalyst was evaluated for the synthesis of 2-amino-4-aryl-6-(phenylthio)pyridine-3,5-dicarbonitriles and 2-amino-4H-chromenes via aromatic aldehydes, malononitrile, and enolizable C–H acids (resorcinol, 2-hydroxynaphthalene-1,4-dione, and benzenethiol) in ethanol under reflux conditions. Fe(3)O(4)@SiO(2)-TCT-mesalamine–Cu(II) could be quickly separated using an external magnet and reused nine times without a remarkable reduction of its catalytic activity. American Chemical Society 2022-04-19 /pmc/articles/PMC9089390/ /pubmed/35557658 http://dx.doi.org/10.1021/acsomega.2c00731 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Taherkhani, Hooman Ramazani, Ali Sajjadifar, Sami Aghahossieini, Hamideh Rezaei, Aram Design and Preparation of Copper(II)–Mesalamine Complex Functionalized on Silica-Coated Magnetite Nanoparticles and Study of Its Catalytic Properties for Green and Multicomponent Synthesis of Highly Substituted 4H-Chromenes and Pyridines |
title | Design and Preparation of Copper(II)–Mesalamine
Complex Functionalized on Silica-Coated Magnetite Nanoparticles and
Study of Its Catalytic Properties for Green and Multicomponent Synthesis
of Highly Substituted 4H-Chromenes and Pyridines |
title_full | Design and Preparation of Copper(II)–Mesalamine
Complex Functionalized on Silica-Coated Magnetite Nanoparticles and
Study of Its Catalytic Properties for Green and Multicomponent Synthesis
of Highly Substituted 4H-Chromenes and Pyridines |
title_fullStr | Design and Preparation of Copper(II)–Mesalamine
Complex Functionalized on Silica-Coated Magnetite Nanoparticles and
Study of Its Catalytic Properties for Green and Multicomponent Synthesis
of Highly Substituted 4H-Chromenes and Pyridines |
title_full_unstemmed | Design and Preparation of Copper(II)–Mesalamine
Complex Functionalized on Silica-Coated Magnetite Nanoparticles and
Study of Its Catalytic Properties for Green and Multicomponent Synthesis
of Highly Substituted 4H-Chromenes and Pyridines |
title_short | Design and Preparation of Copper(II)–Mesalamine
Complex Functionalized on Silica-Coated Magnetite Nanoparticles and
Study of Its Catalytic Properties for Green and Multicomponent Synthesis
of Highly Substituted 4H-Chromenes and Pyridines |
title_sort | design and preparation of copper(ii)–mesalamine
complex functionalized on silica-coated magnetite nanoparticles and
study of its catalytic properties for green and multicomponent synthesis
of highly substituted 4h-chromenes and pyridines |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9089390/ https://www.ncbi.nlm.nih.gov/pubmed/35557658 http://dx.doi.org/10.1021/acsomega.2c00731 |
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