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Synthesis and electrochemical oxidation of hybrid compounds: Dihydropyridine-fused coumarins

Authordc.contributor.authorPardo Jiménez, V 
Authordc.contributor.authorBarrientos, C. 
Authordc.contributor.authorPérez Cruz, K 
Authordc.contributor.authorNavarrete-Encina, P. A. 
Authordc.contributor.authorOlea Azar, Claudio 
Authordc.contributor.authorNúñez Vergara, Luis 
Authordc.contributor.authorSquella Serrano, Juan 
Admission datedc.date.accessioned2018-12-20T15:10:56Z
Available datedc.date.available2018-12-20T15:10:56Z
Publication datedc.date.issued2014
Cita de ítemdc.identifier.citationElectrochimica Acta, Volumen 125,
Identifierdc.identifier.issn00134686
Identifierdc.identifier.other10.1016/j.electacta.2014.01.137
Identifierdc.identifier.urihttp://repositorio.uchile.cl/handle/2250/158310
Abstractdc.description.abstractIn this paper, a series of six dihydropyridine-fused coumarins were synthesized and electrochemically characterized in dimethylformamide (DMF). Dihydropyridine ring oxidation on glassy carbon electrode (GCE) for condensed heterocyclic compounds revealed a single anodic peak. Oxidation potential values correlated fairly well with substituent effects at 9-position. The overall oxidation mechanism involved 2-electrons and 2-protons as determined by chronoamperometry. Controlled-potential electrolysis followed by UV-Visible spectroscopy proves that dihydropyridine-fused coumarins are electrochemically oxidized in DMF giving rise to the aromatic pyridine derivative. ESR experimental spectra show a triplet, due to the C-centered dihydropyridyl radical trapped with N-tert-butylamine-α-phenylnitrone (PBN). Hyperfine coupling constant values (aN) of dihydropyridine-fused coumarins were higher than corresponding values for non-fused ones. These results could be due to the effect of the coupling
Lenguagedc.language.isoen
Type of licensedc.rightsAttribution-NonCommercial-NoDerivs 3.0 Chile
Link to Licensedc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/cl/
Sourcedc.sourceElectrochimica Acta
Keywordsdc.subjectCyclic voltammetry
Keywordsdc.subjectDihydropyridine-fused coumarins
Keywordsdc.subjectESR
Keywordsdc.subjectOxidation
Keywordsdc.subjectSpectroelectrochemistry
Títulodc.titleSynthesis and electrochemical oxidation of hybrid compounds: Dihydropyridine-fused coumarins
Document typedc.typeArtículo de revista
Catalogueruchile.catalogadorSCOPUS
Indexationuchile.indexArtículo de publicación SCOPUS
uchile.cosechauchile.cosechaSI


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Attribution-NonCommercial-NoDerivs 3.0 Chile
Except where otherwise noted, this item's license is described as Attribution-NonCommercial-NoDerivs 3.0 Chile