Organylthiochloroacetylenes: III. Nucleophilic Addition of Di(2-phenylethyl)phosphine Oxide to Alkylthiochloroacetylenes: Configuration and Conformation of Adducts |
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Authors: | D'yachkova S G Gusarova N K Nikitin M V Aksamentova T N Chipanina N N Nikitina E A Trofimov B A |
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Institution: | (1) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, Irkutsk, Russia |
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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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