The structure of β-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations

Nieto Gómez, Carla Isabel, Cabildo Miranda, María del Pilar, Claramunt, Rosa M., Cornago, María del Pilar, Sanz, Dionisia, Torralba, M. Carmen, M. Rosario Torres,, Marta B. Ferraro,, Ibon Alkorta, M, Marta Marín-Luna y & José Elguero . (2015) The structure of β-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations. Structural Chemistry


Título The structure of β-diketones related to curcumin determined by X-ray crystallography, NMR (solution and solid state) and theoretical calculations
Autor(es) Nieto Gómez, Carla Isabel
Cabildo Miranda, María del Pilar
Claramunt, Rosa M.
Cornago, María del Pilar
Sanz, Dionisia
Torralba, M. Carmen
M. Rosario Torres,
Marta B. Ferraro,
Ibon Alkorta, M
Marta Marín-Luna
& José Elguero
Materia(s) Química
Abstract Structural data are reported on sixteen ketoenols of β-diketones: solution NMR, solid-state NMR (CPMAS and MAS) and X-ray crystallography (four compounds, where three are new). The emphasis is on the tautomerism between both ketoenols, in solution and in the solid state. GIAO/B3LYP/6-311++G(d,p) and Quantum ESPRESSO (QE) calculations were used and compared. For average values, the GIAO/DMSO-PCM is enough, but splittings can only be approached by using QE. A case of rotational disorder has been analyzed. Some anomalies related to C–F bonds and to the C–CF3 group have been detected.
Palabras clave Tautomerism
β-Diketones
13C and 19F NMR
Solid-state NMR
GIAO calculations
Quantum ESPRESSO calculations
Editor(es) Springer Nature
Fecha 2015-12-09
Formato application/pdf
Identificador bibliuned:DptoQOyBO-FCIE-Articulos-Cinieto-0004
http://e-spacio.uned.es/fez/view/bibliuned:DptoQOyBO-FCIE-Articulos-Cinieto-0004
DOI - identifier 10.1007/s11224-015-0704-7
ISSN - identifier 1572-9001
Nombre de la revista Structural Chemistry
Número de Volumen 27
Página inicial 705
Página final 730
Publicado en la Revista Structural Chemistry
Idioma eng
Versión de la publicación publishedVersion
Tipo de recurso Article
Derechos de acceso y licencia http://creativecommons.org/licenses/by-nc-nd/4.0
info:eu-repo/semantics/closedAccess
Tipo de acceso Acceso cerrado
Notas adicionales The registered version of this article, first published in Structural Chemistry, is available online at the publisher's website:Springer Nature https://doi.org/10.1007/s11224-015-0704-7
Notas adicionales La versión registrada de este artículo, publicado por primera vez en Structural Chemistry, está disponible en línea en el sitio web del editor: Springer Nature https://doi.org/10.1007/s11224-015-0704-7

 
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Creado: Thu, 01 Feb 2024, 01:23:58 CET