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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...

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Autores principales: Taherkhani, Hooman, Ramazani, Ali, Sajjadifar, Sami, Aghahossieini, Hamideh, Rezaei, Aram
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
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.
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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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