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'Dimethyldioxirane' in keywords Facet   Publication Year 1991  [X]
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1Author    D. Ietm Ar Kuek, Andreas SchusterRequires cookie*
 Title    Oxidations of Alkylbenzenes with Dimethyldioxirane  
 Abstract    The oxidation o f various alkylbenzenes (1 -1 7) with excess dim ethyldioxirane (D M D O) in hom ogeneous acetone solutions has been studied. In general, the benzylic methylene and methine C -H bonds were oxidized to give the corresponding phenones and tertiary benzylic alcohols, respectively, in relatively low yields. W hereas a tert-buiy\ substituent at the reaction centre leads to very low conversion due to steric hindrance, the presence o f additional phenyl groups appears to favour the oxidation in most, but not all cases. Di-and triphenylmethane (4 and 14) were found to be considerably less reactive than cw-decalin. By contrast, the intra­ molecular competetive oxidation o f isobutylbenzene (19) and l-m ethyl-4-phenylcyclohexanes (20) reveals that the benzylic C -H bonds are slightly more reactive than the tertiary ones at remote positions. 
  Reference    Z. Naturforsch. 46b, 1223—1226 (1991); received April 4 1991 
  Published    1991 
  Keywords    D ioxiranes, Dimethyldioxirane, Alkylbenzenes, Oxidation 
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 TEI-XML for    default:Reihe_B/46/ZNB-1991-46b-1223.pdf 
 Identifier    ZNB-1991-46b-1223 
 Volume    46