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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Original Russian Text © N.K. Gusarova, P.A. Volkov, N.I. Ivanova, N.A. Chernysheva, S.V. Yas’ko, A.I. Albanov, B.A. Trofimov, 2010, published in Zhurnal Obshchei Khimii, 2010, Vol. 80, No. 8, pp. 1292–1297.
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Gusarova, N.K., Volkov, P.A., Ivanova, N.I. et al. Reaction of divinyl selenide with secondary phosphine chalcogenides. Russ J Gen Chem 80, 1602–1608 (2010). https://doi.org/10.1134/S1070363210080104
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DOI: https://doi.org/10.1134/S1070363210080104