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.

Source: Russian Journal of General Chemistry, Volume 71, Number 11, November 2001 , pp. 1717-1720(4)

Publisher: MAIK Nauka/Interperiodica

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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)vinyl[di(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.

Language: English

Document Type: Regular paper

Affiliations: 1: Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, Irkutsk, Russia

Publication date: 2001-11-01