Deamination of 1-Aminoalkylphosphonic Acids: Reaction Intermediates and Selectivity

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

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Bibliographic Details
Main Authors: Anna Brol, Tomasz K. Olszewski
Format: Article
Language:English
Published: MDPI AG 2022-12-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/24/8849
Description
Summary:Deamination of 1-aminoalkylphosphonic acids in the reaction with HNO<sub>2</sub> (generated “in situ” from NaNO<sub>2</sub>) 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<sub>3</sub>PO<sub>4</sub>. The variety of formed reaction products suggests that 1-phosphonoalkylium ions may be intermediates in such deamination reactions.
ISSN:1420-3049