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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Detalles Bibliográficos
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
Descripción
Sumario: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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