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1992 (1)
1Author    N. Orbert Auner, Erika Penzenstadler, Eberhardt HerdtweckRequires cookie*
 Title    Silaheterocyclen, XX Aminosubstituierte Vinylchlorsilane und Silaethene: Bausteine zur Synthese von l,3-Diaza-2-silacyclopentanen [1] Silaheterocycles, XX Am inosubstituted Vinylchlorosilanes and Silenes: Building Blocks for the Synthesis of l,3-Diaza-2-silacyclopentanes [1]  
 Abstract    The amino-substituted vinylchlorosilanes 4 -7 are synthesized from N ,N ,N '-trim ethyl-ethylenediamine (8 a) or tris(trimethylsilyl)ethylenediamine (8 b), LiBu" and organodichloro-vinylsilanes. 5 eliminates trimethylchlorosilane when distilled and yields 1,3-diaza-2-silacyclopentane 9, whereas the com pounds 6 and 7 show a great tendency to oligomerize. The reaction o f 4 with LiBu1 gives a neopentylsilene intermediate 10 a which can be trapped by isoprene or 1,3-butadiene yielding small amounts o f the Diels-Alder products 11 and 12, re­ spectively. The main reaction pathway for 10 a is rearrangement with migration o f a M e3Si-group from nitrogen to the silene's carbon atom and a new N —Si bond formation to give the diazasilacyclopentane 10 which has been characterized by X-ray diffraction analysis. This in­ tramolecular rearrangement appears to involve a pentacoordinated silene Si-atom. N o dimer-isation o f 10a to a disilacyclobutane is observed. The introduction o f a second Si-tris(tri-methylsilyl)ethylenediamine substituent at the SiC frame work does not result in silene stabili­ sation: there is no evidence for Si-hexacoordination in silene 15 nor in the [4+2] cyclo-addition product with isoprene (14). 
  Reference    Z. Naturforsch. 47b, 1377—1385 (1992); eingegangen am 6. Mai 1992 
  Published    1992 
  Keywords    Silaheterocycles, Synthesis, Form ation o f Silenes, Cycloaddition Reactions, Highly C oordinated Silicon 
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 TEI-XML for    default:Reihe_B/47/ZNB-1992-47b-1377.pdf 
 Identifier    ZNB-1992-47b-1377 
 Volume    47