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복잡계자기조립연구단
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An n-heterocyclic-carbene-tetracyanoethylene zwitterion: Experimental and theoretical study on its formation and reactivity

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dc.contributor.authorHayoung Song-
dc.contributor.authorYoungsuk Kim-
dc.contributor.authorJunbeom Park.-
dc.contributor.authorKo Y.H.-
dc.contributor.authorKim K.-
dc.contributor.authorLee E.-
dc.date.available2018-07-18T02:09:03Z-
dc.date.created2018-03-16-
dc.date.issued2017-03-
dc.identifier.issn1434-193X-
dc.identifier.urihttps://pr.ibs.re.kr/handle/8788114/4812-
dc.description.abstractThe direct addition of tetracyanoethylene (TCNto the carbene center of 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IPwas successfully demonstrated. The IPr-TCNE adduct, that is, zwitterion 1, clearly differs from the typical [2+1]-cycloaddition products obtained from the reaction of carbenes with olefins. The results obtained from experimental and theoretical studies suggest that adduct 1 disassembles into IPr and TCNE, which is followed by the addition of IPr to the nitrile carbon atom of TCNE and subsequent isomerization into a thermodynamically more stable singlet nitrene intermediate. This intermediate is then captured by an additional molecule of TCNE to afford another heterocycle. This study reveals a unique example of the reactivity between N-heterocyclic carbenes and olefins. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim-
dc.description.uri1-
dc.language영어-
dc.publisherWILEY-V C H VERLAG GMBH-
dc.subjectCarbenes-
dc.subjectCycloaddition-
dc.subjectIsomerization-
dc.subjectNitrenes-
dc.subjectZwitterions-
dc.titleAn n-heterocyclic-carbene-tetracyanoethylene zwitterion: Experimental and theoretical study on its formation and reactivity-
dc.typeArticle-
dc.type.rimsART-
dc.identifier.wosid000462656600003-
dc.identifier.scopusid2-s2.0-85036595871-
dc.identifier.rimsid62827ko
dc.contributor.affiliatedAuthorHayoung Song-
dc.contributor.affiliatedAuthorYoungsuk Kim-
dc.contributor.affiliatedAuthorJunbeom Park.-
dc.contributor.affiliatedAuthorKo Y.H.-
dc.contributor.affiliatedAuthorKim K.-
dc.contributor.affiliatedAuthorLee E.-
dc.identifier.doi10.1002/ejoc.201601648-
dc.identifier.bibliographicCitationEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2017, no.8, pp.1231 - 1235-
dc.citation.titleEUROPEAN JOURNAL OF ORGANIC CHEMISTRY-
dc.citation.volume2017-
dc.citation.number8-
dc.citation.startPage1231-
dc.citation.endPage1235-
dc.description.journalClass1-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.subject.keywordAuthorCarbenes-
dc.subject.keywordAuthorCycloaddition-
dc.subject.keywordAuthorIsomerization-
dc.subject.keywordAuthorNitrenes-
dc.subject.keywordAuthorZwitterions-
Appears in Collections:
Center for Self-assembly and Complexity(복잡계 자기조립 연구단) > 1. Journal Papers (저널논문)
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