Existence of a resonance hybrid structure as a result of proton tautomerism in (±)-(E)-4-Bromo-2-[(2,3-dihydroxypropylimino)methyl]phenol racemate

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dc.authoridAlbayrak kastas, Cigdem/0000-0003-0235-7460
dc.authoridKastas, Gokhan/0000-0002-5956-405X
dc.contributor.authorAlbayrak, Cigdem
dc.contributor.authorKastas, Gokhan
dc.contributor.authorOdabasoglu, Mustafa
dc.contributor.authorBuyukgungor, Orhan
dc.date.accessioned2025-03-23T19:38:08Z
dc.date.available2025-03-23T19:38:08Z
dc.date.issued2014
dc.departmentSinop Üniversitesi
dc.description.abstracto-Hydroxy Schiff bases have two tautomers known as phenol-imine and keto-amine forms. In the present work, the tautomerism in (E)-4-Bromo-2-[(2,3-dihydroxypropylimino)methyl]phenol compound has been investigated by experimental (XRD, FT-IR and UV-vis) and computational (DFT and TD-DFT) methods. The X-ray diffraction (XRD) study reveals that the title compound favors a resonance hybrid structure of phenol-imine and keto-amine forms in the solid state rather than having these forms separately or jointly. Experimental UV-vis study of proton transfer process in solvent media (Benzene, DMSO and EtOH) shows the preference of phenol-imine form in benzene while both phenol-imine and keto-amine characteristics are present in EtOH and DMSO. (C) 2013 Elsevier B.V. All rights reserved.
dc.identifier.doi10.1016/j.saa.2013.10.022
dc.identifier.endpage207
dc.identifier.issn1386-1425
dc.identifier.issn1873-3557
dc.identifier.pmid24184622
dc.identifier.scopus2-s2.0-84886744205
dc.identifier.scopusqualityQ1
dc.identifier.startpage201
dc.identifier.urihttps://doi.org/10.1016/j.saa.2013.10.022
dc.identifier.urihttps://hdl.handle.net/11486/6069
dc.identifier.volume120
dc.identifier.wosWOS:000331342500028
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherPergamon-Elsevier Science Ltd
dc.relation.ispartofSpectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WOS_20250323
dc.subjectSchiff Base
dc.subjectTautomerism
dc.subjectPhenol-imine
dc.subjectKeto-amine
dc.subjectX-ray
dc.subjectEnantiomer
dc.titleExistence of a resonance hybrid structure as a result of proton tautomerism in (±)-(E)-4-Bromo-2-[(2,3-dihydroxypropylimino)methyl]phenol racemate
dc.typeArticle

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