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'Photolysis' in keywords Facet   Publication Year 1990  [X]
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1Author    Hansjörg GrützmRequires cookie*
 Title    Spaltung der Ylid-Bindung in Phosphor-Yliden: Photolyse von thiophosphoranylsubstituierten (Triphenylphosphoranyliden)methanen Cleavage of Ylidic Bonds in Phosphorus Ylides: Photolysis of Thiophosphoranyl-Substituted (Triphenylphosphoranylidene)methanes  
 Abstract    The thiophosphoranyl-substituted (triphenylphosphoranylidene)methanes 1, 6 a, b are cleaved photolytically (/ > 300 nm, 3 d, 0 °C) to yield triphenylphosphane and the thio-aza-phosphetanes 3 and 8 a, b, b', respectively. The formation of these heterocycles is explained in­ voking insertion o f the carbenes 2 and 7 a, b into the methine CH bond of one of the isopropyl groups. If 6a is irradiated for 16 h in the presence of the phosphanes P(NM e2)3, P(OMe)3 or P("Bu)3, the new ylides 9 a, b, c are obtained along with small quantities of 8 a. These results indicate a cleavage of the ylidic bond in 1 and 6a, b. The failure of attempted cyclopropana-tion reactions of olefins as well as the absence of the expected product o f a 1,2-H shift, 10, in the case of the photolysis of 6b leave doubts as to the occurrence of free carbenes. 
  Reference    Z. Naturforsch. 45b, 170—174 (1990); eingegangen am 26. Mai/23. August 1989 
  Published    1990 
  Keywords    Phosphorus Ylides, Photolysis, N M R Spectra, MS Spectra 
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 TEI-XML for    default:Reihe_B/45/ZNB-1990-45b-0170.pdf 
 Identifier    ZNB-1990-45b-0170 
 Volume    45