Solvent-induced selectivity of Williamson etherification in the pursuit of amides resistant against oxidative degradation

This article reports two discoveries. (1) 2-Methoxyethanol induces unprecedented selectivity for etherification of 5-hydroxy-2-nitrobenzic acids without forming undesired esters. (2) Such compounds are precursors for amides showing unusual robustness against oxidative degradation, essential for mole...

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Autores principales: Derr, James B., Clark, John A., Morales, Maryann, Espinoza, Eli M., Vadhin, Sandra, Vullev, Valentine I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055110/
https://www.ncbi.nlm.nih.gov/pubmed/35516219
http://dx.doi.org/10.1039/d0ra04465b
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author Derr, James B.
Clark, John A.
Morales, Maryann
Espinoza, Eli M.
Vadhin, Sandra
Vullev, Valentine I.
author_facet Derr, James B.
Clark, John A.
Morales, Maryann
Espinoza, Eli M.
Vadhin, Sandra
Vullev, Valentine I.
author_sort Derr, James B.
collection PubMed
description This article reports two discoveries. (1) 2-Methoxyethanol induces unprecedented selectivity for etherification of 5-hydroxy-2-nitrobenzic acids without forming undesired esters. (2) Such compounds are precursors for amides showing unusual robustness against oxidative degradation, essential for molecular electrets that transfer strongly oxidizing holes at about −6.4 eV vs. vacuum.
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spelling pubmed-90551102022-05-04 Solvent-induced selectivity of Williamson etherification in the pursuit of amides resistant against oxidative degradation Derr, James B. Clark, John A. Morales, Maryann Espinoza, Eli M. Vadhin, Sandra Vullev, Valentine I. RSC Adv Chemistry This article reports two discoveries. (1) 2-Methoxyethanol induces unprecedented selectivity for etherification of 5-hydroxy-2-nitrobenzic acids without forming undesired esters. (2) Such compounds are precursors for amides showing unusual robustness against oxidative degradation, essential for molecular electrets that transfer strongly oxidizing holes at about −6.4 eV vs. vacuum. The Royal Society of Chemistry 2020-06-25 /pmc/articles/PMC9055110/ /pubmed/35516219 http://dx.doi.org/10.1039/d0ra04465b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Derr, James B.
Clark, John A.
Morales, Maryann
Espinoza, Eli M.
Vadhin, Sandra
Vullev, Valentine I.
Solvent-induced selectivity of Williamson etherification in the pursuit of amides resistant against oxidative degradation
title Solvent-induced selectivity of Williamson etherification in the pursuit of amides resistant against oxidative degradation
title_full Solvent-induced selectivity of Williamson etherification in the pursuit of amides resistant against oxidative degradation
title_fullStr Solvent-induced selectivity of Williamson etherification in the pursuit of amides resistant against oxidative degradation
title_full_unstemmed Solvent-induced selectivity of Williamson etherification in the pursuit of amides resistant against oxidative degradation
title_short Solvent-induced selectivity of Williamson etherification in the pursuit of amides resistant against oxidative degradation
title_sort solvent-induced selectivity of williamson etherification in the pursuit of amides resistant against oxidative degradation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055110/
https://www.ncbi.nlm.nih.gov/pubmed/35516219
http://dx.doi.org/10.1039/d0ra04465b
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