Please use this identifier to cite or link to this item: https://hdl.handle.net/10316/100993
DC FieldValueLanguage
dc.contributor.authorDuque-Prata, Amilcar-
dc.contributor.authorSerpa, Carlos-
dc.contributor.authorCaridade, Pedro J. S. B.-
dc.date.accessioned2022-07-25T11:15:15Z-
dc.date.available2022-07-25T11:15:15Z-
dc.date.issued2021-
dc.identifier.issn2076-3417pt
dc.identifier.urihttps://hdl.handle.net/10316/100993-
dc.description.abstractThe photodegradation mechanism of 1-phenyl-4-allyl-tetrazol-5-one has been studied using (time-dependent) density functional theory with the M06-HF, B3LYP, and PBE0 functionals and the VDZ basis set. All calculations have been carried out using the polarizable continuum model to simulate the solvent effects of methanol. The reaction pathway evolution on the triplet state has been characterised to validate a previously postulated experimental-based mechanism. The transition states and minimums have been initially located by local scanning in partial constrained optimisation, followed by a fully relaxed search procedure. The UV spectra has shown to be better described with PBE0 functional when compared with the experimental results, having the M06-HF a shift of 40 nm. From the energetic point of view, the postulated mechanism has been validated in this work showing a concerted photoextrusion of the N2 molecule. The intramolecular proton transfer occurs at a later stage of the mechanism after cyclization of the allyl group on a triplet biradical intermediate. The photoproduct observed experimentally, a pyrimidinone, has been characterised. The infrared spectroscopic reaction profile has also been proposed.pt
dc.language.isoengpt
dc.relationFCT - UIDB/00313/2020pt
dc.rightsopenAccesspt
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt
dc.subjectdensity functional theorypt
dc.subjectphotochemistrypt
dc.subjecttetrazolespt
dc.subjectreaction pathwaypt
dc.subjecttriplet statept
dc.titlePhotochemistry of 1-Phenyl-4-Allyl-Tetrazol-5-One: A Theoretical Study Contribution towards Mechanism Elucidationpt
dc.typearticle-
degois.publication.firstPage4045pt
degois.publication.issue9pt
degois.publication.titleApplied Sciences (Switzerland)pt
dc.peerreviewedyespt
dc.identifier.doi10.3390/app11094045pt
degois.publication.volume11pt
dc.date.embargo2021-01-01*
uc.date.periodoEmbargo0pt
item.grantfulltextopen-
item.cerifentitytypePublications-
item.languageiso639-1en-
item.openairetypearticle-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.fulltextCom Texto completo-
crisitem.author.deptFaculty of Sciences and Technology-
crisitem.author.parentdeptUniversity of Coimbra-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.orcid0000-0002-0512-3443-
crisitem.author.orcid0000-0001-7004-0110-
crisitem.author.orcid0000-0003-0947-5750-
Appears in Collections:I&D CQC - Artigos em Revistas Internacionais
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