Reaction of divinyl selenide with secondary phosphine chalcogenides |
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| Authors: | N. K. Gusarova P. A. Volkov N. I. Ivanova N. A. Chernysheva S. V. Yas’ko A. I. Albanov B. A. Trofimov |
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| Affiliation: | 1.Favorsky Irkutsk Institute of Chemistry, Siberian Branch,Russian Academy of Sciences,Irkutsk,Russia |
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| Abstract: | Under the conditions of free-radical initiation (AIBN, UV irradiation), divinyl selenide regioselectively reacts with secondary phosphine sulfides and phosphine selenides to afford, depending on the ratio of the reagents, mono- or diadducts mainly of the anti-Markownikoff structure. The conditions which allow obtaining the diadducts in up to 97% yield are found. By the example of 2-{[2-(diphenethylphosphoroselenoyl) ethyl]selanyl}ethyl(diphenethyl)phosphine selenide the diadducts were shown to react with aqueous hydrogen peroxide at 53–56°C to give vinyl(diphenethyl)phosphine oxide in 76% yield. |
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