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Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst

In this research, an efficient heterogeneous catalyst based on graphitic carbon nitride nanosheets (CN) has been reported. The CN was functionalized by 1,3-dibromopropane as a linker (CN–Pr–Br) and subsequently modified with metformin (CN–Pr–Met). Furthermore, the copper(II) was coordinated on modif...

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Autores principales: Ghafuri, Hossein, Ghafori Gorab, Mostafa, Dogari, Haniyeh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8908756/
https://www.ncbi.nlm.nih.gov/pubmed/35273221
http://dx.doi.org/10.1038/s41598-022-07543-3
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author Ghafuri, Hossein
Ghafori Gorab, Mostafa
Dogari, Haniyeh
author_facet Ghafuri, Hossein
Ghafori Gorab, Mostafa
Dogari, Haniyeh
author_sort Ghafuri, Hossein
collection PubMed
description In this research, an efficient heterogeneous catalyst based on graphitic carbon nitride nanosheets (CN) has been reported. The CN was functionalized by 1,3-dibromopropane as a linker (CN–Pr–Br) and subsequently modified with metformin (CN–Pr–Met). Furthermore, the copper(II) was coordinated on modified CN (CN–Pr–Met–Cu(II)) and during this process, 7.94% copper(II) was loaded into the catalyst structure. The synthesized catalyst was evaluated by various techniques including fourier-transform infrared spectroscopy (FT-IR), energy dispersive X-ray spectroscopy (EDS), field emission scanning electron microscopy (FE-SEM), thermogravimetric analysis (TGA), X-ray diffraction (XRD), and inductively coupled plasma atomic emission spectroscopy (ICP-OES). CN–Pr–Met–Cu(II) was used as a catalyst in the synthesis of amides via the oxidation of benzyl alcohols. The conditions of this reaction were optimized in terms of temperature, time, amount of catalyst, type of base, oxidant, and solvent. Moreover, a variety of amides with an efficiency of 75–95% were synthesized. The reaction was carried out in the presence of benzyl alcohols, amine hydrochloride salts, tert-butyl hydroperoxide (TBHP), CaCO(3), and CN–Pr–Met–Cu(II) at 80 °C of acetonitrile solvent. The synthesized catalyst can be easily separated from the reaction medium and reused for 7 consecutive runs without a significant reduction in reaction efficiency.
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spelling pubmed-89087562022-03-10 Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst Ghafuri, Hossein Ghafori Gorab, Mostafa Dogari, Haniyeh Sci Rep Article In this research, an efficient heterogeneous catalyst based on graphitic carbon nitride nanosheets (CN) has been reported. The CN was functionalized by 1,3-dibromopropane as a linker (CN–Pr–Br) and subsequently modified with metformin (CN–Pr–Met). Furthermore, the copper(II) was coordinated on modified CN (CN–Pr–Met–Cu(II)) and during this process, 7.94% copper(II) was loaded into the catalyst structure. The synthesized catalyst was evaluated by various techniques including fourier-transform infrared spectroscopy (FT-IR), energy dispersive X-ray spectroscopy (EDS), field emission scanning electron microscopy (FE-SEM), thermogravimetric analysis (TGA), X-ray diffraction (XRD), and inductively coupled plasma atomic emission spectroscopy (ICP-OES). CN–Pr–Met–Cu(II) was used as a catalyst in the synthesis of amides via the oxidation of benzyl alcohols. The conditions of this reaction were optimized in terms of temperature, time, amount of catalyst, type of base, oxidant, and solvent. Moreover, a variety of amides with an efficiency of 75–95% were synthesized. The reaction was carried out in the presence of benzyl alcohols, amine hydrochloride salts, tert-butyl hydroperoxide (TBHP), CaCO(3), and CN–Pr–Met–Cu(II) at 80 °C of acetonitrile solvent. The synthesized catalyst can be easily separated from the reaction medium and reused for 7 consecutive runs without a significant reduction in reaction efficiency. Nature Publishing Group UK 2022-03-10 /pmc/articles/PMC8908756/ /pubmed/35273221 http://dx.doi.org/10.1038/s41598-022-07543-3 Text en © The Author(s) 2022 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Ghafuri, Hossein
Ghafori Gorab, Mostafa
Dogari, Haniyeh
Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst
title Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst
title_full Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst
title_fullStr Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst
title_full_unstemmed Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst
title_short Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst
title_sort tandem oxidative amidation of benzylic alcohols by copper(ii) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8908756/
https://www.ncbi.nlm.nih.gov/pubmed/35273221
http://dx.doi.org/10.1038/s41598-022-07543-3
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