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'Electronic structure' in keywords Facet   Publication Year 1988  [X]
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1988[X]
1Author    Olefine, Hans-Dieter Hausen, Christian Bessenbacher, Wolfgang KaimRequires cookie*
 Title    Elektronenreiche  
 Abstract    Struktur und Elektrontransfer-Reaktivität des cyclisch <7/7r-hyperkonjugierten Carbosilans 3,3,6,6-Tetrakis(trimethylsilyl)-l,4-cyclohexadien Electron Rich Olefins, 2 Structure and Electron Transfer Reactivity of the Cyclically a/jr-Hyperconjugated Carbosilane 3,3,6,6-Tetrakis(trimethylsilyl)-l,4-cyclohexadiene Crystal and molecular structure analysis of the title compound 1, a most electron rich carbosi-lane, exhibits a shallow boat conformation for the cyclohexadiene ring which is shielded by four bulky Me 3 Si groups. Multiple hyperconjugative interaction occurs between the two non-conju-gated olefinic JZ systems and the four rather long (192 pm) carbon-silicon o bonds which form an angle of about 34° with the assumed JZ axis. The HOMO destabilization caused by this unique structural arrangement explains the energetically facile formation and subsequent reactivity of the cation radical 1 + which was found to undergo oxidative desilylation to the aromatic l,4-bis(tri-methylsilyl)benzene precursor in the single electron transfer reaction with TCNE. 
  Reference    Z. Naturforsch. 43b, 1087—1093 (1988); eingegangen am 11. Mai 1988 
  Published    1988 
  Keywords    Organosilicon Compounds, Molecular Conformation, Electron Transfer, Hyperconjugation, Electronic Structure 
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 TEI-XML for    default:Reihe_B/43/ZNB-1988-43b-1087.pdf 
 Identifier    ZNB-1988-43b-1087 
 Volume    43