Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity

Deamination of 1-aminoalkylphosphonic acids in the reaction with HNO(2) (generated “in situ” from NaNO(2)) yields a mixture of substitution products (1-hydroxyalkylphosphonic acids), elimination products (vinylphosphonic acid derivatives), rearrangement and substitution products (2-hydroxylkylphosph...

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Autores principales: Brol, Anna, Olszewski, Tomasz K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9783495/
https://www.ncbi.nlm.nih.gov/pubmed/36557979
http://dx.doi.org/10.3390/molecules27248849
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author Brol, Anna
Olszewski, Tomasz K.
author_facet Brol, Anna
Olszewski, Tomasz K.
author_sort Brol, Anna
collection PubMed
description Deamination of 1-aminoalkylphosphonic acids in the reaction with HNO(2) (generated “in situ” from NaNO(2)) yields a mixture of substitution products (1-hydroxyalkylphosphonic acids), elimination products (vinylphosphonic acid derivatives), rearrangement and substitution products (2-hydroxylkylphosphonic acids) as well as H(3)PO(4). The variety of formed reaction products suggests that 1-phosphonoalkylium ions may be intermediates in such deamination reactions.
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spelling pubmed-97834952022-12-24 Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity Brol, Anna Olszewski, Tomasz K. Molecules Article Deamination of 1-aminoalkylphosphonic acids in the reaction with HNO(2) (generated “in situ” from NaNO(2)) yields a mixture of substitution products (1-hydroxyalkylphosphonic acids), elimination products (vinylphosphonic acid derivatives), rearrangement and substitution products (2-hydroxylkylphosphonic acids) as well as H(3)PO(4). The variety of formed reaction products suggests that 1-phosphonoalkylium ions may be intermediates in such deamination reactions. MDPI 2022-12-13 /pmc/articles/PMC9783495/ /pubmed/36557979 http://dx.doi.org/10.3390/molecules27248849 Text en © 2022 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
Brol, Anna
Olszewski, Tomasz K.
Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity
title Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity
title_full Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity
title_fullStr Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity
title_full_unstemmed Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity
title_short Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity
title_sort deamination of 1-aminoalkylphosphonic acids: reaction intermediates and selectivity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9783495/
https://www.ncbi.nlm.nih.gov/pubmed/36557979
http://dx.doi.org/10.3390/molecules27248849
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