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dc.creatorMatijević, Borko M.
dc.creatorVaštag, Đenđi
dc.creatorApostolov, Suzana
dc.creatorMilčić, Miloš
dc.creatorMarinković, Aleksandar
dc.creatorPetrović, Slobodan
dc.date.accessioned2021-03-10T13:58:12Z
dc.date.available2021-03-10T13:58:12Z
dc.date.issued2019
dc.identifier.issn1878-5352
dc.identifier.urihttp://TechnoRep.tmf.bg.ac.rs/handle/123456789/4116
dc.description.abstractThe UV absorption spectra of twelve N-(substituted phenyl)-2-chloroacetamides were recorded in eighteen solvents. The effect of specific and non-specific solvent-solute interactions on the absorption maxima shifts was evaluated by using the Kamlet-Taft solvent parameter set, i.e. applying linear solvation energy relationships (LSER) principles. Optimized geometries and experimental results were interpreted by using DFT (B3LYP/6-311+G(d,p) method) and time-dependent density functional (TD-DFT) method. Overall electron density in both ground and excited state was obtained by the use of Quantum Theory of Atoms in Molecules, i.e. Bader's analysis. It was found that both solvent and substituents cause appropriate change of the extent of conjugation in the molecules that further affect their intra-molecular charge transfer (ICT) character. Linear free energy relationships (LFERs) were applied to the substituent-induced NMR chemical shifts (SCS) using single substituent parameter (SSP) and dual substituent parameter (DSP) model. Transmission mode of the electronic effects of substituent was discussed according to the results of theoretical calculations and results of LFER correlations. Comparative analysis of presented results with the ones published for structurally similar series of amide which contained cyano group, instead chlorine, provides additional information on the impact of present group to the properties of investigated compound.en
dc.publisherElsevier, Amsterdam
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172013/RS//
dc.rightsopenAccess
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/
dc.sourceArabian Journal of Chemistry
dc.subjectN-(substituted phenyl)-2-chloroacetamidesen
dc.subjectUV absorption spectraen
dc.subjectSolvent effectsen
dc.subjectSubstituent effectsen
dc.subjectMolecular geometry optimizationen
dc.subjectBader' analysisen
dc.titleN-(substituted phenyl)-2-chloroacetamides: LSER and LFER studyen
dc.typearticle
dc.rights.licenseBY-NC-ND
dc.citation.epage3379
dc.citation.issue8
dc.citation.other12(8): 3367-3379
dc.citation.rankM21
dc.citation.spage3367
dc.citation.volume12
dc.identifier.doi10.1016/j.arabjc.2015.09.008
dc.identifier.fulltexthttp://TechnoRep.tmf.bg.ac.rs/bitstream/id/1841/4113.pdf
dc.identifier.rcubconv_6020
dc.identifier.scopus2-s2.0-84951804933
dc.identifier.wos000504900300159
dc.type.versionpublishedVersion


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