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dc.creatorRančić, Milica
dc.creatorTrišović, Nemanja P.
dc.creatorMilčić, Miloš K.
dc.creatorAjaj, Ismail A.
dc.creatorMarinković, Aleksandar
dc.date.accessioned2018-11-22T00:24:00Z
dc.date.available2018-11-22T00:24:00Z
dc.date.issued2013
dc.identifier.issn0022-2860
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/1404
dc.description.abstractThe electronic structure of 5-arylidene-2,4-thiazolidinediones has been studied by using experimental and theoretical methodology. The theoretical calculations of the investigated 5-arylidene-2,4-thiazolidinediones have been performed by the use of quantum chemical methods. The calculated C-13 NMR chemical shifts and NBO atomic charges provide an insight into the influence of such a structure on the transmission of electronic substituent effects. Linear free energy relationships (LFERs) have been further applied to their C-13 NMR chemical shifts. The correlation analyses for the substituent-induced chemical shifts (SCS) have been performed with sigma using SSP (single substituent parameter), field (sigma(F)) and resonance (sigma(R)) parameters using DSP (dual substituent parameter), as well as the Yukawa-Tsuno model. The presented correlations account satisfactorily for the polar and resonance substituent effects operative at C-beta. and C-7 carbons, while reverse substituent effect was found for C-alpha. The comparison of correlation results for the investigated molecules with those obtained for seven structurally related styrene series has indicated that specific cross-interaction of phenyl substituent and groups attached at C-alpha carbon causes increased sensitivity of SCS C-beta to the resonance effect with increasing of electron-accepting capabilities of the group present at C-beta.en
dc.publisherElsevier Science Bv, Amsterdam
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172013/RS//
dc.rightsrestrictedAccess
dc.sourceJournal of Molecular Structure
dc.subjectC-13 NMRen
dc.subjectSubstituent effecten
dc.subjectLinear free energy relationshipsen
dc.subjectYukawa-Tsuno modelen
dc.subjectQuantum chemical calculationen
dc.titleExperimental and theoretical study of substituent effect on C-13 NMR chemical shifts of 5-arylidene-2,4-thiazolidinedionesen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractAјај, Исмаил A.; Трисовиц, Немања П.; Ранциц, Милица П.; Маринковиц, Aлександар Д.; Милчић, Милош;
dc.citation.volume1049
dc.citation.spage59
dc.citation.epage68
dc.identifier.wos000324784700009
dc.identifier.doi10.1016/j.molstruc.2013.06.027
dc.citation.other1049: 59-68
dc.citation.rankM23
dc.type.versionpublishedVersionen
dc.identifier.scopus2-s2.0-84885110669
dc.identifier.rcubKon_2524


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