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Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C–S cross-coupling reactions

In this work, the immobilization of copper(ii) on the surface of 1,8-diaminonaphthalene (DAN)-coated magnetic nanoparticles provides a highly active catalyst for the oxidation reaction of sulfides to sulfoxides and the oxidative coupling of thiols to disulfides using hydrogen peroxide (H(2)O(2)). Th...

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Detalles Bibliográficos
Autores principales: Yarmohammadi, Nasrin, Ghadermazi, Mohammad, Mozafari, Roya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695341/
https://www.ncbi.nlm.nih.gov/pubmed/35423431
http://dx.doi.org/10.1039/d1ra01029h
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author Yarmohammadi, Nasrin
Ghadermazi, Mohammad
Mozafari, Roya
author_facet Yarmohammadi, Nasrin
Ghadermazi, Mohammad
Mozafari, Roya
author_sort Yarmohammadi, Nasrin
collection PubMed
description In this work, the immobilization of copper(ii) on the surface of 1,8-diaminonaphthalene (DAN)-coated magnetic nanoparticles provides a highly active catalyst for the oxidation reaction of sulfides to sulfoxides and the oxidative coupling of thiols to disulfides using hydrogen peroxide (H(2)O(2)). This catalyst was also applied for the one-pot synthesis of symmetrical sulfides via the reaction of aryl halides with thiourea as the sulfur source in the presence of NaOH instead of former strongly basic and harsh reaction conditions. Under optimum conditions, the synthesis yields of sulfoxides, symmetrical sulfides, and disulfides were about 99%, 95%, and 96% respectively with highest selectivity. The heterogeneous copper-based catalyst has advantages such as the easy recyclability of the catalyst, the easy separation of the product and the less wastage of products during the separation of the catalyst. This heterogeneous nanocatalyst was characterized by FESEM, FT-IR, VSM, XRD, EDX, ICP and TGA. Furthermore, the recycled catalyst can be reused for several runs and is economically effective.
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spelling pubmed-86953412022-04-13 Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C–S cross-coupling reactions Yarmohammadi, Nasrin Ghadermazi, Mohammad Mozafari, Roya RSC Adv Chemistry In this work, the immobilization of copper(ii) on the surface of 1,8-diaminonaphthalene (DAN)-coated magnetic nanoparticles provides a highly active catalyst for the oxidation reaction of sulfides to sulfoxides and the oxidative coupling of thiols to disulfides using hydrogen peroxide (H(2)O(2)). This catalyst was also applied for the one-pot synthesis of symmetrical sulfides via the reaction of aryl halides with thiourea as the sulfur source in the presence of NaOH instead of former strongly basic and harsh reaction conditions. Under optimum conditions, the synthesis yields of sulfoxides, symmetrical sulfides, and disulfides were about 99%, 95%, and 96% respectively with highest selectivity. The heterogeneous copper-based catalyst has advantages such as the easy recyclability of the catalyst, the easy separation of the product and the less wastage of products during the separation of the catalyst. This heterogeneous nanocatalyst was characterized by FESEM, FT-IR, VSM, XRD, EDX, ICP and TGA. Furthermore, the recycled catalyst can be reused for several runs and is economically effective. The Royal Society of Chemistry 2021-03-02 /pmc/articles/PMC8695341/ /pubmed/35423431 http://dx.doi.org/10.1039/d1ra01029h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Yarmohammadi, Nasrin
Ghadermazi, Mohammad
Mozafari, Roya
Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C–S cross-coupling reactions
title Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C–S cross-coupling reactions
title_full Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C–S cross-coupling reactions
title_fullStr Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C–S cross-coupling reactions
title_full_unstemmed Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C–S cross-coupling reactions
title_short Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C–S cross-coupling reactions
title_sort copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and c–s cross-coupling reactions
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695341/
https://www.ncbi.nlm.nih.gov/pubmed/35423431
http://dx.doi.org/10.1039/d1ra01029h
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