Chemiluminescence emission in fenton reaction driven by 1,2-dihydroxybenzenes: Mechanistic approaches using 4-substituted ligands

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dc.catalogadordfo
dc.contributor.authorRomero, Romina
dc.contributor.authorMarquéz, Katherine
dc.contributor.authorBenítez Olivares, Francisca Javiera
dc.contributor.authorToro Labbé, Alejandro Miguel
dc.contributor.authorCornejo Ponce, Lorena
dc.contributor.authorMelín, Victoria
dc.contributor.authorContreras, David
dc.date.accessioned2023-05-19T20:46:03Z
dc.date.available2023-05-19T20:46:03Z
dc.date.issued2021
dc.description.abstractFenton (F) and Fenton-like (FL) reactions can be amplified by dihydroxybenzenes (DHBs). These compounds chelate and reduce Fe(III), promoting the hydroxyl radical production ((OH)-O-center dot). The products or intermediaries of F and FL reactions driven by DHBs can produce chemiluminescence (CL) with different profiles, depending on the type of DHB involved. In this work, CL produced by F and FL systems driven by different -para substituted DHBs was measured and compared with the reactivity of each system and with the structural parameters of each DHB. CL emission was not related to the reactivity of each studied system but was favored by DHBs substituents with -NHR and -OH groups combined in the branching (NHR-DHBs). PLS multivariate regression models were constructed using computational parameters for each DHB, quinone (Q) and semiquinone (SQ(center dot)) to find the influence of structural and electronic parameters over CL emission. Analysis showed that in NHR-DHBs, the higher CL exhibited could be explained by cycling ability of these compounds. In DHBs with an electron-donor group (EDG) the CL emission would depend only on the stability of the intermediary species generated by DHB and (OH)-O-center dot reaction. While DHBs with electron-withdrawing groups (EWG) showed that CL will increase depending on the stability of the intermediaries by resonance, and by the acidity of the hydroxyl protons of the ring. PLS-SQ(center dot) showed that spin densities were strongly correlated with an increase in CL emission. DHBs with substituents that favor the delocalization of charge in the SQ(center dot) to the ramification would enhance CL emission. Meanwhile, when the delocalization is promoted over the DHB-ring, these systems become more reactive, and the CL emission is disadvantaged by quinone formation.
dc.fuente.origenORCID-mayo23
dc.identifier.doi10.1016/j.jphotochem.2021.113744
dc.identifier.eissn1873-2666
dc.identifier.issn1010-6030
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/69682
dc.identifier.wosidWOS:000744116700003
dc.information.autorucEscuela de Química; Benitez Olivares Francisca Javiera; S/I; 1092282
dc.information.autorucEscuela de Química; Toro Labbe Alejandro Miguel; 0000-0001-9906-2153; 99827
dc.language.isoen
dc.nota.accesoContenido parcial
dc.pagina.final10
dc.pagina.inicio1
dc.revistaJournal of Photochemistry and Photobiology A: Chemistry
dc.rightsacceso restringido
dc.subjectChemiluminescence
dc.subjectOxidation
dc.subjectFenton
dc.subjectDihydroxybenzenes
dc.subjectPLS
dc.subjectSemiquinones
dc.subjectSpin density
dc.subject.ddc510
dc.subject.deweyMatemática física y químicaes_ES
dc.subject.ods06 Clean water and sanitation
dc.subject.odspa06 Agua limpia y saneamiento
dc.titleChemiluminescence emission in fenton reaction driven by 1,2-dihydroxybenzenes: Mechanistic approaches using 4-substituted ligandses_ES
dc.typeartículo
dc.volumen426
sipa.codpersvinculados1092282
sipa.codpersvinculados99827
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