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https://locus.ufv.br//handle/123456789/21541
Tipo: | Artigo |
Título: | Nuclear Magnetic Resonance (NMR), Infrared (IR) and Mass Spectrometry (MS) study of keto-enol tautomerism of isobenzofuran-1(3H)-one derivatives |
Autor(es): | Pereira, Wagner Luiz Pires, Diego Arantes Teixeira Teixeira, Róbson Ricardo Figueroa-Villar, José Daniel Nascimento, Claudia Jorge do |
Abstract: | The keto-enol tautomerism of 3-(2-hydroxy-4,4-dimethyl-6-oxo-cyclohexen-1-yl)isobenzofuran- 1(3H-one (1), 3-(2-hydroxy-6-oxocyclohex-1-enyl)isobenzofuran-1(3H)-one (2), 3-(2- hydroxy- 4-methyl-6-oxocyclohex-1-enyl)isobenzofuran-1(3H)-one (3), 3-(2-hydroxy-5-oxocyclopent-1-enyl) isobenzofuran-1(3H)-one (4) and 2-(3-oxo-1,3-dihydroisobenzofuran-1-yl)-1H-indene-1,3(2H)-dione (5) were investigated. We noticed that for compounds 1 to 4 only the enol form is observed in solid, in solution or in the gas phase. Their tautomeric equilibria are not affected by the solvent, temperature or physical state. Compound 5 was observed in its keto form in solution (NMR) and solid state (IR). The enol species of 5 was also observed upon Mass Spectrometry analysis. These findings were supported by NMR, IR, MS/MS and molecular modeling analyses. |
Palavras-chave: | Keto-enol tautomerism Isobenzofuran-1(3H)-ones Phtalides Solvent effects Physical state influence Spectroscopy |
Editor: | Journal of Molecular Structure |
Tipo de Acesso: | Elsevier B.V. |
URI: | https://doi.org/10.1016/j.molstruc.2016.02.015 http://www.locus.ufv.br/handle/123456789/21541 |
Data do documento: | 5-Jun-2016 |
Aparece nas coleções: | Artigos |
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artigo.pdf Until 2100-12-31 | texto completo | 1,75 MB | Adobe PDF | Visualizar/Abrir ACESSO RESTRITO |
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