Structure-based evaluation of the resonance interactions and effectiveness of the charge transfer in nitroamines

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dc.contributor.author Gawinecki, Ryszard
dc.contributor.author Kolehmainen, Erkki
dc.contributor.author Dobosz, Robert
dc.date.accessioned 2012-10-16T06:53:07Z
dc.date.available 2012-10-16T06:53:07Z
dc.date.issued 2011
dc.identifier.citation Gawinecki, R., Kolehmainen, E., & Dobosz, R. (2011). Structure-based evaluation of the resonance interactions and effectiveness of the charge transfer in nitroamines. Structural Chemistry, 22 (6), 1379-1383. doi:10.1007/s11224-011-9832-x
dc.identifier.issn 1040-0400
dc.identifier.uri http://hdl.handle.net/123456789/39998
dc.description.abstract Structural data for five nitroamines of general formula Me₂N–G–NO₂ show effectiveness of the ground-state charge transfer to be most and least efficient in N,N-dimethylnitramine and in 4-N,N-dimethylamino-β-nitrostyrene, respectively. Electron-donor power of the amino nitrogen atom in the latter compound is less than that in 4-nitro-β-N,N-dimethylaminostyrene (these two compounds are isomers). Natural population analysis shows that the charge transfer from the amino to the nitro oxygen atoms is most effective in N,N-dimethylnitramine, Me₂N–NO₂. The nitro oxygen atoms are not the only acceptors of the negative charge lost by the amino nitrogen atom. The nitro group in two substituted nitrobenzenes studied was found to be independent on substituent (nitro group attached to the benzene ring withdraws a constant electron density regardless the substitution). fi
dc.language.iso eng
dc.publisher Springer
dc.relation.ispartofseries Structural Chemistry
dc.relation.uri
dc.rights © The Author(s) 2011. This article is published with open access at Springerlink.com.
dc.rights.uri http://creativecommons.org/licenses/by/2.0/
dc.subject.other resonanssi fi
dc.subject.other nitroamiini fi
dc.subject.other rakenne fi
dc.subject.other vuorovaikutus fi
dc.subject.other resonance en
dc.subject.other nitroamine en
dc.subject.other resonance interaction en
dc.subject.other quantum-chemical calculations en
dc.title Structure-based evaluation of the resonance interactions and effectiveness of the charge transfer in nitroamines
dc.type Article en
dc.identifier.urn URN:NBN:fi:jyu-201210162687
dc.subject.kota 116
dc.contributor.laitos Kemian laitos fi
dc.contributor.laitos Department of Chemistry en
dc.type.uri http://purl.org/eprint/type/JournalArticle
dc.identifier.doi 10.1007/s11224-011-9832-x
dc.description.version Publisher's PDF
eprint.status http://purl.org/eprint/type/status/PeerReviewed

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