Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Sarki, Naina, Kumar, Raju, Singh, Baint, Ray, Anjan, Naik, Ganesh, Natte, Kishore, Narani, Anand
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
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
_version_ 1784728444760752128
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
work_keys_str_mv AT sarkinaina ligninresiduederivedcarbonsupportednanoscaleironcatalystfortheselectivehydrogenationofnitroarenesandaromaticaldehydes
AT kumarraju ligninresiduederivedcarbonsupportednanoscaleironcatalystfortheselectivehydrogenationofnitroarenesandaromaticaldehydes
AT singhbaint ligninresiduederivedcarbonsupportednanoscaleironcatalystfortheselectivehydrogenationofnitroarenesandaromaticaldehydes
AT rayanjan ligninresiduederivedcarbonsupportednanoscaleironcatalystfortheselectivehydrogenationofnitroarenesandaromaticaldehydes
AT naikganesh ligninresiduederivedcarbonsupportednanoscaleironcatalystfortheselectivehydrogenationofnitroarenesandaromaticaldehydes
AT nattekishore ligninresiduederivedcarbonsupportednanoscaleironcatalystfortheselectivehydrogenationofnitroarenesandaromaticaldehydes
AT naranianand ligninresiduederivedcarbonsupportednanoscaleironcatalystfortheselectivehydrogenationofnitroarenesandaromaticaldehydes