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Synthesis and crystal structure of methyl 3-(3-hydroxy-3-phenylprop-2-enoyl)benzoate
The title compound, C(17)H(14)O(4), was synthesized under mild conditions and characterized by various analytical techniques. Combined NMR and X-ray diffraction data show that the substance exists exclusively in the enol tautomeric form. An intramolecular ⋯O=C—C=C—OH⋯ hydrogen bond is present in th...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6002825/ https://www.ncbi.nlm.nih.gov/pubmed/29951237 http://dx.doi.org/10.1107/S2056989018007259 |
Sumario: | The title compound, C(17)H(14)O(4), was synthesized under mild conditions and characterized by various analytical techniques. Combined NMR and X-ray diffraction data show that the substance exists exclusively in the enol tautomeric form. An intramolecular ⋯O=C—C=C—OH⋯ hydrogen bond is present in the molecular structure. The analysis of the difference density map disclosed two adjacent positions of a disordered hydrogen atom taking part in this hydrogen bond, indicating the presence of two enol tautomers in the crystal. The enol molecules are assembled through numerous C—H⋯π and π–π as well as weak C(aryl)—H⋯O interactions, thus forming a dense crystal packing. The obtained substance was also studied by UV–Vis spectroscopy and cyclic voltammetry. |
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