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Pd(II) on Guanidine-Functionalized Fe(3)O(4) Nanoparticles as an Efficient Heterogeneous Catalyst for Suzuki–Miyaura Cross-Coupling and Reduction of Nitroarenes in Aqueous Media

[Image: see text] This paper presents guanidine-functionalized Fe(3)O(4) magnetic nanoparticle-supported palladium (II) (Fe(3)O(4)@Guanidine-Pd) as an effective catalyst for Suzuki–Miyaura cross-coupling of aryl halides using phenylboronic acids and also for selective reduction of nitroarenes to the...

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Autores principales: Halligudra, Guddappa, Paramesh, Chitrabanu C., Mudike, Ravi, Ningegowda, Mallesha, Rangappa, Dinesh, Shivaramu, Prasanna D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8697406/
https://www.ncbi.nlm.nih.gov/pubmed/34963927
http://dx.doi.org/10.1021/acsomega.1c04528
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author Halligudra, Guddappa
Paramesh, Chitrabanu C.
Mudike, Ravi
Ningegowda, Mallesha
Rangappa, Dinesh
Shivaramu, Prasanna D.
author_facet Halligudra, Guddappa
Paramesh, Chitrabanu C.
Mudike, Ravi
Ningegowda, Mallesha
Rangappa, Dinesh
Shivaramu, Prasanna D.
author_sort Halligudra, Guddappa
collection PubMed
description [Image: see text] This paper presents guanidine-functionalized Fe(3)O(4) magnetic nanoparticle-supported palladium (II) (Fe(3)O(4)@Guanidine-Pd) as an effective catalyst for Suzuki–Miyaura cross-coupling of aryl halides using phenylboronic acids and also for selective reduction of nitroarenes to their corresponding amines. Fe(3)O(4)@Guanidine-Pd synthesized is well characterized using FT-IR spectroscopy, XRD, SEM, TEM, EDX, thermal gravimetric analysis, XPS, inductively coupled plasma-optical emission spectroscopy, and vibrating sample magnetometry analysis. The prepared Fe(3)O(4)@Guanidine-Pd showed effective catalytic performance in the Suzuki–Miyaura coupling reactions by converting aryl halides to their corresponding biaryl derivatives in an aqueous environment in a shorter reaction time and with a meagerly small amount of catalyst (0.22 mol %). Also, the prepared Fe(3)O(4)@Guanidine-Pd effectively reduced nitroarenes to their corresponding amino derivatives in aqueous media at room temperature with a high turnover number and turnover frequency with the least amount of catalyst (0.13 mol %). The most prominent feature of Fe(3)O(4)@Guanidine-Pd as a catalyst is the ease of separation of the catalyst from the reaction mixture after the reaction with the help of an external magnet with good recovery yield and also reuse of the recovered catalyst for a few cycles without significant loss in its catalytic activity.
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spelling pubmed-86974062021-12-27 Pd(II) on Guanidine-Functionalized Fe(3)O(4) Nanoparticles as an Efficient Heterogeneous Catalyst for Suzuki–Miyaura Cross-Coupling and Reduction of Nitroarenes in Aqueous Media Halligudra, Guddappa Paramesh, Chitrabanu C. Mudike, Ravi Ningegowda, Mallesha Rangappa, Dinesh Shivaramu, Prasanna D. ACS Omega [Image: see text] This paper presents guanidine-functionalized Fe(3)O(4) magnetic nanoparticle-supported palladium (II) (Fe(3)O(4)@Guanidine-Pd) as an effective catalyst for Suzuki–Miyaura cross-coupling of aryl halides using phenylboronic acids and also for selective reduction of nitroarenes to their corresponding amines. Fe(3)O(4)@Guanidine-Pd synthesized is well characterized using FT-IR spectroscopy, XRD, SEM, TEM, EDX, thermal gravimetric analysis, XPS, inductively coupled plasma-optical emission spectroscopy, and vibrating sample magnetometry analysis. The prepared Fe(3)O(4)@Guanidine-Pd showed effective catalytic performance in the Suzuki–Miyaura coupling reactions by converting aryl halides to their corresponding biaryl derivatives in an aqueous environment in a shorter reaction time and with a meagerly small amount of catalyst (0.22 mol %). Also, the prepared Fe(3)O(4)@Guanidine-Pd effectively reduced nitroarenes to their corresponding amino derivatives in aqueous media at room temperature with a high turnover number and turnover frequency with the least amount of catalyst (0.13 mol %). The most prominent feature of Fe(3)O(4)@Guanidine-Pd as a catalyst is the ease of separation of the catalyst from the reaction mixture after the reaction with the help of an external magnet with good recovery yield and also reuse of the recovered catalyst for a few cycles without significant loss in its catalytic activity. American Chemical Society 2021-12-09 /pmc/articles/PMC8697406/ /pubmed/34963927 http://dx.doi.org/10.1021/acsomega.1c04528 Text en © 2021 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 Halligudra, Guddappa
Paramesh, Chitrabanu C.
Mudike, Ravi
Ningegowda, Mallesha
Rangappa, Dinesh
Shivaramu, Prasanna D.
Pd(II) on Guanidine-Functionalized Fe(3)O(4) Nanoparticles as an Efficient Heterogeneous Catalyst for Suzuki–Miyaura Cross-Coupling and Reduction of Nitroarenes in Aqueous Media
title Pd(II) on Guanidine-Functionalized Fe(3)O(4) Nanoparticles as an Efficient Heterogeneous Catalyst for Suzuki–Miyaura Cross-Coupling and Reduction of Nitroarenes in Aqueous Media
title_full Pd(II) on Guanidine-Functionalized Fe(3)O(4) Nanoparticles as an Efficient Heterogeneous Catalyst for Suzuki–Miyaura Cross-Coupling and Reduction of Nitroarenes in Aqueous Media
title_fullStr Pd(II) on Guanidine-Functionalized Fe(3)O(4) Nanoparticles as an Efficient Heterogeneous Catalyst for Suzuki–Miyaura Cross-Coupling and Reduction of Nitroarenes in Aqueous Media
title_full_unstemmed Pd(II) on Guanidine-Functionalized Fe(3)O(4) Nanoparticles as an Efficient Heterogeneous Catalyst for Suzuki–Miyaura Cross-Coupling and Reduction of Nitroarenes in Aqueous Media
title_short Pd(II) on Guanidine-Functionalized Fe(3)O(4) Nanoparticles as an Efficient Heterogeneous Catalyst for Suzuki–Miyaura Cross-Coupling and Reduction of Nitroarenes in Aqueous Media
title_sort pd(ii) on guanidine-functionalized fe(3)o(4) nanoparticles as an efficient heterogeneous catalyst for suzuki–miyaura cross-coupling and reduction of nitroarenes in aqueous media
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8697406/
https://www.ncbi.nlm.nih.gov/pubmed/34963927
http://dx.doi.org/10.1021/acsomega.1c04528
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