Combined NMR sectroscopy and quantum-chemical calculations in fluorescent 1,2,3-triazole-4-carboxylic acids fine structures analysis

dc.contributor.authorSafronov, Nikita E.
dc.contributor.authorKostova, Irena P.
dc.contributor.authorAlcolea Palafox, Mauricio
dc.contributor.authorNataliya P. Belskaya
dc.date.accessioned2024-06-10T12:18:40Z
dc.date.available2024-06-10T12:18:40Z
dc.date.issued2023-05-18
dc.description.abstractThe peculiarities of the optical properties of 2-aryl-1,2,3-triazole acids and their sodium salts were investigated in different solvents (1,4-dioxane, dimethyl sulfoxide DMSO, methanol MeOH) and in mixtures with water. The results were discussed in terms of the molecular structure formed by inter- and intramolecular noncovalent interactions (NCIs) and their ability to ionize in anions. Theoretical calculations using the Time-Dependent Density Functional Theory (TDDFT) were carried out in different solvents to support the results. In polar and nonpolar solvents (DMSO, 1,4-dioxane), fluorescence was provided by strong neutral associates. Protic MeOH can weaken the acid molecules’ association, forming other fluorescent species. The fluorescent species in water exhibited similar optical characteristics to those of triazole salts; therefore, their anionic character can be assumed. Experimental 1H and 13C-NMR spectra were compared to their corresponding calculated spectra using the Gauge-Independent Atomic Orbital (GIAO) method and several relationships were established. All these findings showed that the obtained photophysical properties of the 2-aryl-1,2,3-triazole acids noticeably depend on the environment and, therefore, are good candidates as sensors for the identification of analytes with labile protons.
dc.description.departmentDepto. de QuĂ­mica FĂ­sica
dc.description.facultyFac. de Ciencias QuĂ­micas
dc.description.fundingtypeDescuento UCM
dc.description.refereedTRUE
dc.description.statuspub
dc.identifier.citationSafronov, N.E.; Kostova, I.P.; Palafox, M.A.; Belskaya, N.P. Combined NMR Spectroscopy and Quantum-Chemical Calculations in Fluorescent 1,2,3-Triazole-4-carboxylic Acids Fine Structures Analysis. Int. J. Mol. Sci. 2023, 24, 8947. https://doi.org/10.3390/ijms24108947
dc.identifier.doi10.3390/ijms24108947
dc.identifier.issn1422-0067
dc.identifier.officialurlhttps://doi.org/10.3390/ijms24108947
dc.identifier.relatedurlhttps://www.mdpi.com/1422-0067/24/10/8947
dc.identifier.urihttps://hdl.handle.net/20.500.14352/104796
dc.issue.number10
dc.journal.titleInternational Journal of Molecular Sciences
dc.language.isoeng
dc.page.initial8947
dc.publisherMDPI
dc.rightsAttribution 4.0 Internationalen
dc.rights.accessRightsopen access
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subject.cdu544
dc.subject.keyword1,2,3-triazoles
dc.subject.keywordCarboxylic acid
dc.subject.keywordFluorescence
dc.subject.keywordTDDFT
dc.subject.keywordDime
dc.subject.keywordPKa
dc.subject.ucmQuĂ­mica fĂ­sica (QuĂ­mica)
dc.subject.unesco23 QuĂ­mica
dc.subject.unesco22 FĂ­sica
dc.titleCombined NMR sectroscopy and quantum-chemical calculations in fluorescent 1,2,3-triazole-4-carboxylic acids fine structures analysis
dc.typejournal article
dc.type.hasVersionVoR
dc.volume.number24
dspace.entity.typePublication
relation.isAuthorOfPublication1163c7a4-e779-417f-867c-a6e963e4525e
relation.isAuthorOfPublication.latestForDiscovery1163c7a4-e779-417f-867c-a6e963e4525e
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