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dc.creatorStojanović, Milovan
dc.creatorBaranac-Stojanović, Marija
dc.date.accessioned2019-01-30T17:59:26Z
dc.date.available2019-01-30T17:59:26Z
dc.date.issued2018
dc.identifier.issn1434-193X
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/2386
dc.description.abstractRelatively scarce literature data on BN/CC isosterism in 4nπ-electronic systems have prompted us to investigate theoretically the influence of BN pair position within the central butadiene fragment of dibenzo[a,e]pentalene on two fundamental molecular properties: stability and (anti)aromaticity. It was found that stability and aromaticity follow the same trend only for BN-orientational isomers. The source of different stability of other isomers was examined first by an analysis of bond types and their dissociation energies and then by isomerization energy decomposition analysis and was explained in terms of classical electrostatic interactions, quantum-mechanical orbital interactions, structural changes and electronic changes (transition from charge-separated π-system to the neutral one). (Anti)aromaticity was investigated by using three kinds of indices, HOMA, FLUπ, and NICS(1)zz, which indicated that delocalization at the central pentalene motif is almost unaffected by various BN arrangements, molecular perimeter is slightly affected, while the most affected subunits are five-membered rings and benzene-fused five-membered rings containing only one heteroatom.en
dc.publisherWiley-VCH Verlag
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172020/RS//
dc.rightsrestrictedAccess
dc.sourceEuropean Journal of Organic Chemistry
dc.subjectBoronen
dc.subjectDensity functional calculationsen
dc.subjectElectronic structureen
dc.subjectFused-ring systemsen
dc.subjectNitrogenen
dc.titleAnalysis of Stability and (Anti)aromaticity of BN-Dibenzo[a,e]pentalenesen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractБаранац-Стојановић, М.; Стојановић, Милован;
dc.citation.volume2018
dc.citation.issue45
dc.citation.spage6230
dc.citation.epage6240
dc.citation.other2018(45): 6230-6240
dc.citation.rankM21
dc.identifier.doi10.1002/ejoc.201801047
dc.identifier.rcubConv_4480
dc.identifier.scopus2-s2.0-85056670746
dc.identifier.wos000456385200006
dc.type.versionpublishedVersion


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