Приказ основних података о документу

dc.creatorDostanić, Jasmina
dc.creatorMijin, Dušan
dc.creatorUšćumlić, Gordana
dc.creatorJovanović, Dušan M.
dc.creatorZlatar, Matija
dc.creatorLončarević, Davor
dc.date.accessioned2019-01-30T17:41:07Z
dc.date.available2019-01-30T17:41:07Z
dc.date.issued2014
dc.identifier.issn1386-1425
dc.identifier.urihttps://cer.ihtm.bg.ac.rs/handle/123456789/1512
dc.description.abstractA series of 5-(4-substituted arylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridone dyes was synthesized and the structure of the dyes was confirmed by UV-Vis, FT-IR, H-1 NMR and C-13 NMR spectroscopic techniques. The azo-hydrazone tautomeric equilibrium was found to depend on the substituents as well as on the acidity and basicity of the media. Ionization constant, pK(a), of the dyes was determined by UV-Vis spectroscopy and correlated with the Hammett substituent constants, sigma(p) and sigma(I). The interpretation of the effect of different substituent in phenyl ring of arylazo pyridone dyes on their spectroscopic and structural properties was based on quantum chemical calculations performed by the density functional theory (DET/M06-2X) method. The DFT calculations confirmed the existence of two forms in water solution: hydrazone form in acidic and neutral media and anionic form in basic media. The different contribution of azo and hydrazone canonical forms of anionic form is observed for dyes with electron-donating and dyes with electron-withdrawing groups. The dependence of absorption spectra and determined pK(a) values to the substituent type seems to be mostly due to azo/hydrazone canonical structure ratio in their anionic form.en
dc.publisherOxford : Pergamon-Elsevier Science Ltd
dc.relationinfo:eu-repo/grantAgreement/MESTD/Integrated and Interdisciplinary Research (IIR or III)/45001/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172013/RS//
dc.rightsrestrictedAccess
dc.sourceSpectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy
dc.subjectAzo dyesen
dc.subjectAzo-hydrazone tautomerismen
dc.subjectAbsorption spectraen
dc.subjectpK(a)en
dc.subjectDFTen
dc.titleSpectroscopic and quantum chemical investigations of substituent effects on the azo-hydrazone tautomerism and acid-base properties of arylazo pyridone dyesen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractДостанић, Јасмина; Јовановиц, Д. М.; Лончаревић, Давор; Мијин, Д.; Златар, Матија; Усцумлиц, Г.;
dc.citation.volume123
dc.citation.spage37
dc.citation.epage45
dc.citation.other123: 37-45
dc.citation.rankM22
dc.identifier.pmid24388998
dc.identifier.doi10.1016/j.saa.2013.12.064
dc.identifier.scopus2-s2.0-84891791908
dc.identifier.wos000333777200007
dc.type.versionpublishedVersion


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Приказ основних података о документу