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

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...

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Detalhes bibliográficos
Autores: Nieto Gómez, Carla Isabel, Sanz del Castillo, Dionisia, Torralba, María del Carmen, Torres, M. Rosario, Ferraro, Marta B., Alkorta, Ibon, Marín Luna, Marta, Elguero, José, Cabildo, Pilar, Claramunt, Rosa M., Cornago, Mª del Pilar
Tipo de documento: artigo
Data de publicação:2013
País:España
Recursos:Universidad Nacional de Educación a Distancia
Repositório:e-spacio. Repositorio Institucional de la UNED
Idioma:inglês
OAI Identifier:oai:e-spacio.uned.es:20.500.14468/23074
Acesso em linha:https://hdl.handle.net/20.500.14468/23074
Access Level:Acceso aberto
Palavra-chave:23 Química
Tautomerism
β-Diketones
13C and 19F NMR
Solid-state NMR
GIAO calculations
Quantum ESPRESSO calculations
Descrição
Resumo: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.

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