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ClO(2)-Mediated Oxidation of the TEMPO Radical: Fundamental Considerations of the Catalytic System for the Oxidation of Cellulose Fibers

The reaction mechanism of ClO [Formula: see text]-mediated TEMPO oxidation was investigated by EPR spectroscopy and UV–Vis spectroscopy in the context of an alternative TEMPO sequence for cellulose fiber oxidation. Without the presence of a cellulosic substrate, a reversibility between TEMPO and its...

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Autores principales: Giraldo Isaza, Laura, Mortha, Gérard, Marlin, Nathalie, Molton, Florian, Duboc, Carole
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10535468/
https://www.ncbi.nlm.nih.gov/pubmed/37764407
http://dx.doi.org/10.3390/molecules28186631
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author Giraldo Isaza, Laura
Mortha, Gérard
Marlin, Nathalie
Molton, Florian
Duboc, Carole
author_facet Giraldo Isaza, Laura
Mortha, Gérard
Marlin, Nathalie
Molton, Florian
Duboc, Carole
author_sort Giraldo Isaza, Laura
collection PubMed
description The reaction mechanism of ClO [Formula: see text]-mediated TEMPO oxidation was investigated by EPR spectroscopy and UV–Vis spectroscopy in the context of an alternative TEMPO sequence for cellulose fiber oxidation. Without the presence of a cellulosic substrate, a reversibility between TEMPO and its oxidation product, TEMPO [Formula: see text] , was displayed, with an effect of the pH and reagent molar ratios. The involvement of HOCl and Cl [Formula: see text] , formed as byproducts in the oxidation mechanism, was also evidenced. Trapping HOCl partly inhibits the reaction, whereas adding methylglucoside, a cellulose model compound, inhibits the reversibility of the reaction to TEMPO.
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spelling pubmed-105354682023-09-29 ClO(2)-Mediated Oxidation of the TEMPO Radical: Fundamental Considerations of the Catalytic System for the Oxidation of Cellulose Fibers Giraldo Isaza, Laura Mortha, Gérard Marlin, Nathalie Molton, Florian Duboc, Carole Molecules Article The reaction mechanism of ClO [Formula: see text]-mediated TEMPO oxidation was investigated by EPR spectroscopy and UV–Vis spectroscopy in the context of an alternative TEMPO sequence for cellulose fiber oxidation. Without the presence of a cellulosic substrate, a reversibility between TEMPO and its oxidation product, TEMPO [Formula: see text] , was displayed, with an effect of the pH and reagent molar ratios. The involvement of HOCl and Cl [Formula: see text] , formed as byproducts in the oxidation mechanism, was also evidenced. Trapping HOCl partly inhibits the reaction, whereas adding methylglucoside, a cellulose model compound, inhibits the reversibility of the reaction to TEMPO. MDPI 2023-09-15 /pmc/articles/PMC10535468/ /pubmed/37764407 http://dx.doi.org/10.3390/molecules28186631 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Giraldo Isaza, Laura
Mortha, Gérard
Marlin, Nathalie
Molton, Florian
Duboc, Carole
ClO(2)-Mediated Oxidation of the TEMPO Radical: Fundamental Considerations of the Catalytic System for the Oxidation of Cellulose Fibers
title ClO(2)-Mediated Oxidation of the TEMPO Radical: Fundamental Considerations of the Catalytic System for the Oxidation of Cellulose Fibers
title_full ClO(2)-Mediated Oxidation of the TEMPO Radical: Fundamental Considerations of the Catalytic System for the Oxidation of Cellulose Fibers
title_fullStr ClO(2)-Mediated Oxidation of the TEMPO Radical: Fundamental Considerations of the Catalytic System for the Oxidation of Cellulose Fibers
title_full_unstemmed ClO(2)-Mediated Oxidation of the TEMPO Radical: Fundamental Considerations of the Catalytic System for the Oxidation of Cellulose Fibers
title_short ClO(2)-Mediated Oxidation of the TEMPO Radical: Fundamental Considerations of the Catalytic System for the Oxidation of Cellulose Fibers
title_sort clo(2)-mediated oxidation of the tempo radical: fundamental considerations of the catalytic system for the oxidation of cellulose fibers
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10535468/
https://www.ncbi.nlm.nih.gov/pubmed/37764407
http://dx.doi.org/10.3390/molecules28186631
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