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Article: Synthesis and crystal structure of a silyl-stabilized ally1 cation formed by disruption of an arene by a protonation-hydrosilylation sequence

TitleSynthesis and crystal structure of a silyl-stabilized ally1 cation formed by disruption of an arene by a protonation-hydrosilylation sequence
Authors
Duttwyler, SimonZhang, YunLinden, AnthonyReed, Christopher A.Baldridge, Kim K.Siegel, Jay S.
KeywordsAlly1 cations
Arenes
Carboranes
Hyperconjugation
Silyl cations
Issue Date2009
Citation
Angewandte Chemie - International Edition, 2009, v. 48, n. 21, p. 3787-3790 How to Cite?
DOI: http://dx.doi.org/10.1002/anie.200900098
AbstractSly silyl caught in the act: Protonation of a mesitylene ring by the strongly acidic arenium carborane [CH3C6H6]- [CHB11Me5Br6] initiates a cascade reaction that results in a stable β-silyl allyl cation (see picture, H yellow, C blue, silyl allyl group red). Remarkably, the driving force in the reaction suffices to disrupt a stable aromatic ring in favor of a cationic reactive intermediate. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Persistent Identifierhttp://hdl.handle.net/10722/341011
ISSN
1433-7851
2023 Impact Factor: 16.1
2023 SCImago Journal Rankings: 5.300
ISI Accession Number ID
WOS:000266275700011

 

DC FieldValueLanguage
dc.contributor.authorDuttwyler, Simon-
dc.contributor.authorZhang, Yun-
dc.contributor.authorLinden, Anthony-
dc.contributor.authorReed, Christopher A.-
dc.contributor.authorBaldridge, Kim K.-
dc.contributor.authorSiegel, Jay S.-
dc.date.accessioned2024-03-13T08:39:27Z-
dc.date.available2024-03-13T08:39:27Z-
dc.date.issued2009-
dc.identifier.citationAngewandte Chemie - International Edition, 2009, v. 48, n. 21, p. 3787-3790-
dc.identifier.issn1433-7851-
dc.identifier.urihttp://hdl.handle.net/10722/341011-
dc.description.abstractSly silyl caught in the act: Protonation of a mesitylene ring by the strongly acidic arenium carborane [CH3C6H6]- [CHB11Me5Br6] initiates a cascade reaction that results in a stable β-silyl allyl cation (see picture, H yellow, C blue, silyl allyl group red). Remarkably, the driving force in the reaction suffices to disrupt a stable aromatic ring in favor of a cationic reactive intermediate. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.-
dc.languageeng-
dc.relation.ispartofAngewandte Chemie - International Edition-
dc.subjectAlly1 cations-
dc.subjectArenes-
dc.subjectCarboranes-
dc.subjectHyperconjugation-
dc.subjectSilyl cations-
dc.titleSynthesis and crystal structure of a silyl-stabilized ally1 cation formed by disruption of an arene by a protonation-hydrosilylation sequence-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/anie.200900098-
dc.identifier.scopuseid_2-s2.0-70349972686-
dc.identifier.volume48-
dc.identifier.issue21-
dc.identifier.spage3787-
dc.identifier.epage3790-
dc.identifier.isiWOS:000266275700011-

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