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Reaction of secondary phosphine chalcogenides with 2,2,2-trichloroacetaldehyde

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Abstract

The nucleophilic addition of secondary phosphine chalcogenides to 2,2,2-trichloroacetaldehyde proceeds under mild noncatalytic conditions (12–25dgC, 15–90 min) with the formation of functional tertiary phosphine chalcogenides, containing hydroxy groups in up to 98% yield. Using the method of concurrent reactions the reactivity of secondary phosphine chalcogenides in this reaction was shown to decrease in the order: (PhCH2CH2)2P(O)H ≫ (PhCH2CH2)2P(S)H > (PhCH2CH2)2P(Se)H, and the secondary bis[2-(2-pyridyl) ethyl]-phosphine oxide was more reactive than bis(2-phenethyl)phosphine oxide.

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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia

    N. I. Ivanova, N. K. Gusarova, N. A. Konovalova, P. A. Volkov, G. G. Levkovskaya, L. I. Larina & B. A. Trofimov

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  1. N. I. Ivanova
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  2. N. K. Gusarova
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  3. N. A. Konovalova
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  4. P. A. Volkov
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  5. G. G. Levkovskaya
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  6. L. I. Larina
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  7. B. A. Trofimov
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Correspondence to N. I. Ivanova.

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Original Russian Text © N.I. Ivanova, N.K. Gusarova, N.A. Konovalova, P.A. Volkov, G.G. Levkovskaya, L.I. Larina, B.A. Trofimov, 2009, published in Zhurnal Obshchei Khimii, 2009, Vol. 79, No. 10, pp. 1607–1612.

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Ivanova, N.I., Gusarova, N.K., Konovalova, N.A. et al. Reaction of secondary phosphine chalcogenides with 2,2,2-trichloroacetaldehyde. Russ J Gen Chem 79, 2102–2107 (2009). https://doi.org/10.1134/S1070363209100041

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  • DOI: https://doi.org/10.1134/S1070363209100041

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