Приказ основних података о документу
Electron Delocalization in Electron-Deficient Alkenes and Push-Pull Alkenes
dc.creator | Džambaski, Zdravko | |
dc.creator | Baranac-Stojanović, Marija | |
dc.date.accessioned | 2018-11-22T00:39:34Z | |
dc.date.available | 2018-11-22T00:39:34Z | |
dc.date.issued | 2017 | |
dc.identifier.issn | 2365-6549 | |
dc.identifier.uri | https://cherry.chem.bg.ac.rs/handle/123456789/2425 | |
dc.description.abstract | We have studied pi electron delocalization in electron- deficient alkenes and push- pull alkenes by means of natural bond orbital analysis at the B3LYP/6-311+ G(d,p) level. The study revealed that the rarely mentioned pi electron donation from an electron-accepting group (Acc) toward the C=C double bond in push-pull alkenes and electron-deficient alkenes can provide up to 10% of total pi electron stabilizing energy of a push-pull system and as much as 45% in a strongly electron-deficient tetracyanoethene. The Acc - gt C= C bond pi electron donation is more intense in s-trans than in s-cis conformational arrangement, but is less dependent on Z/E isomerism in push-pull alkenes, being slightly more pronounced in Z isomers. Among different Acc substituents, CN and COO-groups contribute the largest percent of stabilizing energy and NO2 the smallest. Increase in the number of Acc groups increases percentage contribution of Acc - gt C= C bond p electron delocalization to a system stabilization. A difference in pi*(C=C) orbital occupancy between isomers can be related with their chemical reactivity. | en |
dc.publisher | Wiley-V C H Verlag Gmbh, Weinheim | |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172020/RS// | |
dc.rights | restrictedAccess | |
dc.source | CHEMISTRYSELECT | |
dc.subject | density functional theory | en |
dc.subject | electron-deficient alkene | en |
dc.subject | electron delocalization | en |
dc.subject | electronic structure | en |
dc.subject | push-pull alkene | en |
dc.title | Electron Delocalization in Electron-Deficient Alkenes and Push-Pull Alkenes | en |
dc.type | article | |
dc.rights.license | ARR | |
dcterms.abstract | Баранац-Стојановић, Марија; Дзамбаски, Здравко; | |
dc.citation.volume | 2 | |
dc.citation.issue | 1 | |
dc.citation.spage | 42 | |
dc.citation.epage | 50 | |
dc.identifier.wos | 000395434600006 | |
dc.identifier.doi | 10.1002/slct.201601661 | |
dc.citation.other | 2(1): 42-50 | |
dc.citation.rank | M23 | |
dc.description.other | Supplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3112] | |
dc.type.version | publishedVersion | |
dc.identifier.scopus | 2-s2.0-85037061816 |