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5-Phenyl-3-(2-phosphonoethyl)-1,2,3-triazol-1-ium chloride
The new triazole-functionalized phosphonic acid 5-phenyl-3-(2-phosphonoethyl)-1,2,3-triazol-1-ium chloride, C(10)H(13)N(3)O(3)P(+)·Cl(−) (PTEPHCl), was synthesized by the ‘click’ reaction of the alkyl azide diethyl-(2-azidoethyl)phosphonate with phenylacetylene to give the diethyl[2-(4-phen...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462002/ https://www.ncbi.nlm.nih.gov/pubmed/36340873 http://dx.doi.org/10.1107/S2414314622001894 |
Sumario: | The new triazole-functionalized phosphonic acid 5-phenyl-3-(2-phosphonoethyl)-1,2,3-triazol-1-ium chloride, C(10)H(13)N(3)O(3)P(+)·Cl(−) (PTEPHCl), was synthesized by the ‘click’ reaction of the alkyl azide diethyl-(2-azidoethyl)phosphonate with phenylacetylene to give the diethyl[2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethyl]phosphonate ester, which was then hydrolyzed under acidic conditions (HCl) to give the ‘free’ phosphonic acid. The use of HCl for the hydrolysis caused protonation of the triazole ring, rendering the compound cationic, charged-balanced by a Cl(−) anion. There are extensive hydrogen-bonding interactions in the structure of PTEPHCl, involving the phosphonic acid (–PO(3)H(2)) group, the triazolium ring and the Cl(−) anion. [Image: see text] |
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