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'Organosilicon Compounds' in keywords Facet   Publication Year 1993  [X]
Facet   section ZfN Section B:Volume 048  [X]
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1993[X]
1Author    Alexander Lichtblau, Hans-Dieter Hausen, Wolfgang KaimRequires cookie*
 Title    First Structural Characterization of an Easily Oxidized Derivative o f 1,4-Dihydroquinoxaline  
 Abstract    The first crystal structure analysis o f a 1,4-dihydroquinoxaline is described by example o f the l,4-bis(re/-/-butyldimethylsilyl) derivative. In the solid state, this molecule exhibits a non-planar heterocycle with a dihedral angle o f 156.3° along the N -N axis in the boat-shaped 87r electron ring system. The alkyl groups o f the Si(/er/-Bu)M e2 substituents are arranged as to minimize steric repulsion. Despite the reduced n electron conjugation due to non-planarity, the com pound is oxidized reversibly to an EPR detectable radical cation at -0 .5 9 V vs. ferro­ cene in dichloromethane. However, the second oxidation to the fully aromatic dication is elec-trochemically irreversible. A comparison with previously obtained results illustrates the struc­ tural flexibility o f the non-aromatic 1,4-dihydro-1,4-diazine ring system which is strongly affected by rather weak non-bonded interactions. 
  Reference    Z. Naturforsch. 48b, 713 (1993); eingegangen am 21. Dezember 1992 
  Published    1993 
  Keywords    Heterocycles, Organosilicon Compounds, Crystal Structure, Cyclic Voltammetry, Conformation 
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 TEI-XML for    default:Reihe_B/48/ZNB-1993-48b-0713.pdf 
 Identifier    ZNB-1993-48b-0713 
 Volume    48