Duttwyler, S; Zhang, Y; Linden, A; Reed, C A; Baldridge, K K; Siegel, J S (2009). Synthesis and crystal structure of a silyl-stabilized allyl cation formed by disruption of an arene by a protonation-hydrosilylation sequence. Angewandte Chemie International Edition, 48(21):3787-3790.
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Sly silyl caught in the act: Protonation of a mesitylene ring by the strongly acidic arenium carborane [CH(3)C(6)H(6)]- [CHB(11)Me(5)Br(6)] initiates a cascade reaction that results in a stable beta-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.
|Item Type:||Journal Article, refereed, original work|
|Communities & Collections:||07 Faculty of Science > Department of Chemistry|
|Dewey Decimal Classification:||540 Chemistry|
|Date:||17 April 2009|
|Deposited On:||16 Jan 2010 19:45|
|Last Modified:||05 Jun 2014 13:08|
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