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Decarboxylation and Tandem Reduction/Decarboxylation Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional Catalysts
[Image: see text] Valuable substituted phenols are accessible via the selective decarboxylation of hydroxybenzoic acid derivatives using multifunctional catalysts composed of bimetallic iron–ruthenium nanoparticles immobilized on an amine-functionalized supported ionic liquid phase (Fe(25)Ru(75)@SIL...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10591467/ https://www.ncbi.nlm.nih.gov/pubmed/37815193 http://dx.doi.org/10.1021/jacs.3c09290 |
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author | Levin, Natalia Goclik, Lisa Walschus, Henrik Antil, Neha Bordet, Alexis Leitner, Walter |
author_facet | Levin, Natalia Goclik, Lisa Walschus, Henrik Antil, Neha Bordet, Alexis Leitner, Walter |
author_sort | Levin, Natalia |
collection | PubMed |
description | [Image: see text] Valuable substituted phenols are accessible via the selective decarboxylation of hydroxybenzoic acid derivatives using multifunctional catalysts composed of bimetallic iron–ruthenium nanoparticles immobilized on an amine-functionalized supported ionic liquid phase (Fe(25)Ru(75)@SILP+IL-NEt(2)). The individual components of the catalytic system are assembled using a molecular approach to bring metal and amine sites into close contact on the support material, providing high stability and high decarboxylation activity. Operating under a hydrogen atmosphere was found to be essential to achieve high selectivity and yields. As the catalyst materials enable also the selective hydrogenation and hydrodeoxygenation of various additional functional groups (i.e., formyl, acyl, and nitro substituents), direct access to the corresponding phenols can be achieved via integrated tandem reactions. The approach opens versatile synthetic pathways for the production of valuable phenols from a wide range of readily available substrates, including compounds derived from lignocellulosic biomass. |
format | Online Article Text |
id | pubmed-10591467 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-105914672023-10-24 Decarboxylation and Tandem Reduction/Decarboxylation Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional Catalysts Levin, Natalia Goclik, Lisa Walschus, Henrik Antil, Neha Bordet, Alexis Leitner, Walter J Am Chem Soc [Image: see text] Valuable substituted phenols are accessible via the selective decarboxylation of hydroxybenzoic acid derivatives using multifunctional catalysts composed of bimetallic iron–ruthenium nanoparticles immobilized on an amine-functionalized supported ionic liquid phase (Fe(25)Ru(75)@SILP+IL-NEt(2)). The individual components of the catalytic system are assembled using a molecular approach to bring metal and amine sites into close contact on the support material, providing high stability and high decarboxylation activity. Operating under a hydrogen atmosphere was found to be essential to achieve high selectivity and yields. As the catalyst materials enable also the selective hydrogenation and hydrodeoxygenation of various additional functional groups (i.e., formyl, acyl, and nitro substituents), direct access to the corresponding phenols can be achieved via integrated tandem reactions. The approach opens versatile synthetic pathways for the production of valuable phenols from a wide range of readily available substrates, including compounds derived from lignocellulosic biomass. American Chemical Society 2023-10-10 /pmc/articles/PMC10591467/ /pubmed/37815193 http://dx.doi.org/10.1021/jacs.3c09290 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Levin, Natalia Goclik, Lisa Walschus, Henrik Antil, Neha Bordet, Alexis Leitner, Walter Decarboxylation and Tandem Reduction/Decarboxylation Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional Catalysts |
title | Decarboxylation and
Tandem Reduction/Decarboxylation
Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using
Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional
Catalysts |
title_full | Decarboxylation and
Tandem Reduction/Decarboxylation
Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using
Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional
Catalysts |
title_fullStr | Decarboxylation and
Tandem Reduction/Decarboxylation
Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using
Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional
Catalysts |
title_full_unstemmed | Decarboxylation and
Tandem Reduction/Decarboxylation
Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using
Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional
Catalysts |
title_short | Decarboxylation and
Tandem Reduction/Decarboxylation
Pathways to Substituted Phenols from Aromatic Carboxylic Acids Using
Bimetallic Nanoparticles on Supported Ionic Liquid Phases as Multifunctional
Catalysts |
title_sort | decarboxylation and
tandem reduction/decarboxylation
pathways to substituted phenols from aromatic carboxylic acids using
bimetallic nanoparticles on supported ionic liquid phases as multifunctional
catalysts |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10591467/ https://www.ncbi.nlm.nih.gov/pubmed/37815193 http://dx.doi.org/10.1021/jacs.3c09290 |
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