A structural and vibrational study of dehydrofukinone combining FTIR, FTRaman, UV–visible and NMR spectroscopies with DFT calculations

The vibrational and electronic properties of 4b,5b-eremophil-7(11)9-dien-8-one, also known as dehydrofukinone (DHF), have been investigated by using experimental FT-IR, FT-Raman, NMR and UV spectra techniques and density functional theory (DFT) employing B3LYP exchange correlation with the 6-31G and...

Descripción completa

Detalles Bibliográficos
Autores: Lizarraga, Emilio Fernando, Romano, Élida, Raschi, Ana Beatriz, Leyton, Patricio, Paipa, Carolina, Catalan, Cesar Atilio Nazareno, Brandan, Silvia Antonia
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2013
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/26752
Acceso en línea:http://hdl.handle.net/11336/26752
Access Level:acceso abierto
Palabra clave:Dehydrofukinone
Vibrational Spectra
Molecular Structure
Force Field
Dft Calculations
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:The vibrational and electronic properties of 4b,5b-eremophil-7(11)9-dien-8-one, also known as dehydrofukinone (DHF), have been investigated by using experimental FT-IR, FT-Raman, NMR and UV spectra techniques and density functional theory (DFT) employing B3LYP exchange correlation with the 6-31G and 6-311++G basis sets. The calculated vibrational frequencies and the chemical shifts were successfully compared with the corresponding experimental values. The DFT calculations were combined with the Pulay’s scaled quantum mechanical force field (SQMFF) methodology in order to perform a complete assignment of the observed bands in the vibrational spectra. The comparison of the theoretical ultraviolet–visible spectrum with the corresponding experimental demonstrates a good concordance. The natural bond orbital (NBO) study reveals for the isopropyliden and the two rings of DHF the characteristics of the electronic delocalization, while the corresponding topological properties of electronic charge density were analyzed by employing Bader’s Atoms in the Molecules theory (AIM).