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Organylthiochloroacetylenes: III. Nucleophilic Addition of Di(2-phenylethyl)phosphine Oxide to Alkylthiochloroacetylenes: Configuration and Conformation of Adducts
Authors:D'yachkova  S G  Gusarova  N K  Nikitin  M V  Aksamentova  T N  Chipanina  N N  Nikitina  E A  Trofimov  B A
Institution:(1) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, Irkutsk, Russia
Abstract:Alkylthiochloroacetylenes regio- and stereospecifically react with di(2-phenylethyl)phosphine oxide in dioxane at 20-22°C in the presence of potassium hydroxide to form 1-chloro-2-(alkylthio)vinyldi(2-phenylethyl)]phosphine oxides in a 78-85% yield. According to IR and 1H and 3 1P NMR data, dielectrometric measurements, and quantum-chemical calculations, the obtained adducts have the Z configuration and exist mainly in the sp,sp conformation.
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