First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes
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Título: | First Reusable Catalyst for the Reductive Coupling Reaction of Organohalides with Aldehydes |
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Autor/es: | Zarei, Hamed | Sobhani, Sara | Sansano, Jose M. |
Grupo/s de investigación o GITE: | Síntesis Asimétrica (SINTAS) |
Centro, Departamento o Servicio: | Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica |
Palabras clave: | Reductive coupling reaction | Organohalides | Aldehydes | Catalyst |
Fecha de publicación: | 29-sep-2023 |
Editor: | American Chemical Society |
Cita bibliográfica: | ACS Omega. 2023, 8(40): 36801-36814. https://doi.org/10.1021/acsomega.3c03414 |
Resumen: | 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-Fe2O3-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 HCO2K as a nonmetallic reducing agent in aqueous media catalyzed by γ-Fe2O3-MBD/NiCo. In these reactions, the high catalytic performance of γ-Fe2O3-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-Fe2O3-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. |
Patrocinador/es: | Financial support for this project was acknowledged by the Birjand University Research Council. |
URI: | http://hdl.handle.net/10045/137649 |
ISSN: | 2470-1343 |
DOI: | 10.1021/acsomega.3c03414 |
Idioma: | eng |
Tipo: | info:eu-repo/semantics/article |
Derechos: | © 2022 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY-NC-ND 4.0. |
Revisión científica: | si |
Versión del editor: | https://doi.org/10.1021/acsomega.3c03414 |
Aparece en las colecciones: | INV - SINTAS - Artículos de Revistas |
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Archivo | Descripción | Tamaño | Formato | |
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Zarei_etal_2023_ACSOmega.pdf | 3,87 MB | Adobe PDF | Abrir Vista previa | |
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