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Lignin Residue-Derived Carbon-Supported Nanoscale Iron Catalyst for the Selective Hydrogenation of Nitroarenes and Aromatic Aldehydes
[Image: see text] Heterogeneous iron-based catalysts governing selectivity for the reduction of nitroarenes and aldehydes have received tremendous attention in the arena of catalysis, but relatively less success has been achieved. Herein, we report a green strategy for the facile synthesis of a lign...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9202032/ https://www.ncbi.nlm.nih.gov/pubmed/35721941 http://dx.doi.org/10.1021/acsomega.2c01566 |
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author | Sarki, Naina Kumar, Raju Singh, Baint Ray, Anjan Naik, Ganesh Natte, Kishore Narani, Anand |
author_facet | Sarki, Naina Kumar, Raju Singh, Baint Ray, Anjan Naik, Ganesh Natte, Kishore Narani, Anand |
author_sort | Sarki, Naina |
collection | PubMed |
description | [Image: see text] Heterogeneous iron-based catalysts governing selectivity for the reduction of nitroarenes and aldehydes have received tremendous attention in the arena of catalysis, but relatively less success has been achieved. Herein, we report a green strategy for the facile synthesis of a lignin residue-derived carbon-supported magnetic iron (γ-Fe(2)O(3)/LRC-700) nanocatalyst. This active nanocatalyst exhibits excellent activity and selectivity for the hydrogenation of nitroarenes to anilines, including pharmaceuticals (e.g., flutamide and nimesulide). Challenging and reducible functionalities such as halogens (e.g., chloro, iodo, and fluoro) and ketone, ester, and amide groups were tolerated. Moreover, biomass-derived aldehyde (e.g., furfural) and other aromatic aldehydes were also effective for the hydrogenation process, often useful in biomedical sciences and other important areas. Before and after the reaction, the γ-Fe(2)O(3)/LRC-700 nanocatalyst was thoroughly characterized by X-ray diffraction (XRD), N(2) adsorption–desorption, X-ray photoelectron spectroscopy (XPS), high-resolution transmission electron microscopy (HR-TEM), Raman spectroscopy, and thermogravimetric analysis (TGA). Additionally, the γ-Fe(2)O(3)/LRC-700 nanocatalyst is stable and easily separated using an external magnet and recycled up to five cycles with no substantial drop in the activity. Eventually, sustainable and green credentials for the hydrogenation reactions of 4-nitrobenzamide to 4-aminobenzamide and benzaldehyde to benzyl alcohol were assessed with the help of the CHEM21 green metrics toolkit. |
format | Online Article Text |
id | pubmed-9202032 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-92020322022-06-17 Lignin Residue-Derived Carbon-Supported Nanoscale Iron Catalyst for the Selective Hydrogenation of Nitroarenes and Aromatic Aldehydes Sarki, Naina Kumar, Raju Singh, Baint Ray, Anjan Naik, Ganesh Natte, Kishore Narani, Anand ACS Omega [Image: see text] Heterogeneous iron-based catalysts governing selectivity for the reduction of nitroarenes and aldehydes have received tremendous attention in the arena of catalysis, but relatively less success has been achieved. Herein, we report a green strategy for the facile synthesis of a lignin residue-derived carbon-supported magnetic iron (γ-Fe(2)O(3)/LRC-700) nanocatalyst. This active nanocatalyst exhibits excellent activity and selectivity for the hydrogenation of nitroarenes to anilines, including pharmaceuticals (e.g., flutamide and nimesulide). Challenging and reducible functionalities such as halogens (e.g., chloro, iodo, and fluoro) and ketone, ester, and amide groups were tolerated. Moreover, biomass-derived aldehyde (e.g., furfural) and other aromatic aldehydes were also effective for the hydrogenation process, often useful in biomedical sciences and other important areas. Before and after the reaction, the γ-Fe(2)O(3)/LRC-700 nanocatalyst was thoroughly characterized by X-ray diffraction (XRD), N(2) adsorption–desorption, X-ray photoelectron spectroscopy (XPS), high-resolution transmission electron microscopy (HR-TEM), Raman spectroscopy, and thermogravimetric analysis (TGA). Additionally, the γ-Fe(2)O(3)/LRC-700 nanocatalyst is stable and easily separated using an external magnet and recycled up to five cycles with no substantial drop in the activity. Eventually, sustainable and green credentials for the hydrogenation reactions of 4-nitrobenzamide to 4-aminobenzamide and benzaldehyde to benzyl alcohol were assessed with the help of the CHEM21 green metrics toolkit. American Chemical Society 2022-06-03 /pmc/articles/PMC9202032/ /pubmed/35721941 http://dx.doi.org/10.1021/acsomega.2c01566 Text en © 2022 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 | Sarki, Naina Kumar, Raju Singh, Baint Ray, Anjan Naik, Ganesh Natte, Kishore Narani, Anand Lignin Residue-Derived Carbon-Supported Nanoscale Iron Catalyst for the Selective Hydrogenation of Nitroarenes and Aromatic Aldehydes |
title | Lignin Residue-Derived Carbon-Supported Nanoscale
Iron Catalyst for the Selective Hydrogenation of Nitroarenes and Aromatic
Aldehydes |
title_full | Lignin Residue-Derived Carbon-Supported Nanoscale
Iron Catalyst for the Selective Hydrogenation of Nitroarenes and Aromatic
Aldehydes |
title_fullStr | Lignin Residue-Derived Carbon-Supported Nanoscale
Iron Catalyst for the Selective Hydrogenation of Nitroarenes and Aromatic
Aldehydes |
title_full_unstemmed | Lignin Residue-Derived Carbon-Supported Nanoscale
Iron Catalyst for the Selective Hydrogenation of Nitroarenes and Aromatic
Aldehydes |
title_short | Lignin Residue-Derived Carbon-Supported Nanoscale
Iron Catalyst for the Selective Hydrogenation of Nitroarenes and Aromatic
Aldehydes |
title_sort | lignin residue-derived carbon-supported nanoscale
iron catalyst for the selective hydrogenation of nitroarenes and aromatic
aldehydes |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9202032/ https://www.ncbi.nlm.nih.gov/pubmed/35721941 http://dx.doi.org/10.1021/acsomega.2c01566 |
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