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First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes†

[Image: see text] In this study, we simulate the reductive coupling (Barbier–Grignard-type) reaction of organohalides with aldehydes using a new reusable catalyst. In this regard, bimetallic alloys of NiCo encapsulated in melamine-based dendrimers (MBD) immobilized on magnetic nanoparticles symboliz...

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Autores principales: Zarei, Hamed, Sobhani, Sara, Sansano, José Miguel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10568700/
https://www.ncbi.nlm.nih.gov/pubmed/37841197
http://dx.doi.org/10.1021/acsomega.3c03414
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author Zarei, Hamed
Sobhani, Sara
Sansano, José Miguel
author_facet Zarei, Hamed
Sobhani, Sara
Sansano, José Miguel
author_sort Zarei, Hamed
collection PubMed
description [Image: see text] In this study, we simulate the reductive coupling (Barbier–Grignard-type) reaction of organohalides with aldehydes using a new reusable catalyst. In this regard, bimetallic alloys of NiCo encapsulated in melamine-based dendrimers (MBD) immobilized on magnetic nanoparticles symbolized as γ-Fe(2)O(3)-MBD/NiCo were designed and synthesized. The structure and properties of the catalyst were studied by a variety of techniques such as Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), energy-dispersive spectrometry (EDS) mapping, and inductively coupled plasma (ICP). The presence of NiCo nanoalloys was confirmed by XRD and XPS analysis, TEM images, and EDS mapping. Various secondary alcohols were produced in good to high yields by reductive coupling of different types of aldehydes and organohalides in the presence of HCO(2)K as a nonmetallic reducing agent in aqueous media catalyzed by γ-Fe(2)O(3)-MBD/NiCo. In these reactions, the high catalytic performance of γ-Fe(2)O(3)-MBD/NiCo was achieved in comparison to monometallic counterparts due to the synergistic cooperative effect of Co and Ni in the NiCo nanoalloys. Magnetic and hydrophilic properties of the catalyst facilitate the catalyst recyclability for seven runs. The reusability of γ-Fe(2)O(3)-MBD/NiCo, use of water as an environmentally friendly solvent, ease of processing, and absence of metal additives make this process an excellent choice for the reductive coupling reaction to produce secondary alcohols from aldehydes. This is the first report on these kinds of reactions using a reusable catalyst.
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spelling pubmed-105687002023-10-13 First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes† Zarei, Hamed Sobhani, Sara Sansano, José Miguel ACS Omega [Image: see text] In this study, we simulate the reductive coupling (Barbier–Grignard-type) reaction of organohalides with aldehydes using a new reusable catalyst. In this regard, bimetallic alloys of NiCo encapsulated in melamine-based dendrimers (MBD) immobilized on magnetic nanoparticles symbolized as γ-Fe(2)O(3)-MBD/NiCo were designed and synthesized. The structure and properties of the catalyst were studied by a variety of techniques such as Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), energy-dispersive spectrometry (EDS) mapping, and inductively coupled plasma (ICP). The presence of NiCo nanoalloys was confirmed by XRD and XPS analysis, TEM images, and EDS mapping. Various secondary alcohols were produced in good to high yields by reductive coupling of different types of aldehydes and organohalides in the presence of HCO(2)K as a nonmetallic reducing agent in aqueous media catalyzed by γ-Fe(2)O(3)-MBD/NiCo. In these reactions, the high catalytic performance of γ-Fe(2)O(3)-MBD/NiCo was achieved in comparison to monometallic counterparts due to the synergistic cooperative effect of Co and Ni in the NiCo nanoalloys. Magnetic and hydrophilic properties of the catalyst facilitate the catalyst recyclability for seven runs. The reusability of γ-Fe(2)O(3)-MBD/NiCo, use of water as an environmentally friendly solvent, ease of processing, and absence of metal additives make this process an excellent choice for the reductive coupling reaction to produce secondary alcohols from aldehydes. This is the first report on these kinds of reactions using a reusable catalyst. American Chemical Society 2023-09-29 /pmc/articles/PMC10568700/ /pubmed/37841197 http://dx.doi.org/10.1021/acsomega.3c03414 Text en © 2023 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 Zarei, Hamed
Sobhani, Sara
Sansano, José Miguel
First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes†
title First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes†
title_full First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes†
title_fullStr First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes†
title_full_unstemmed First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes†
title_short First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes†
title_sort first reusable catalyst for the reductive coupling reaction of organohalides with aldehydes†
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10568700/
https://www.ncbi.nlm.nih.gov/pubmed/37841197
http://dx.doi.org/10.1021/acsomega.3c03414
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