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Investigation of the phosphinyl analog of α-ketoglutaric acid

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Russian Chemical Bulletin Aims and scope

Abstract

It was shown by31P and13C NMR spectroscopy that methyl(3-carboxy-3-oxopropyl)phosphinic acid (4-methylhydroxyphosphinyl-2-oxobutyric acid) (1) and the amide (2) of the latter exist in keto forms in non-aqueous solutions. In aqueous solutions an equilibrium between the keto,gem-diol, and enol forms has been observed. The proportions of the diol and enol forms increase as the acidity of the media increases. Silylation of acid 1 with hexamethyldisilazane gives the tris(trimethylsilyl) derivative of enol form (3) (Z- andE-isomers).

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117834, Moscow, Russian Federation

    I. L. Odinets, O. I. Artyushin, E. A. Antonov, P. V. Petrovskii, B. I. Freger, T. A. Mastryukova & M. I. Kabachnik

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  1. I. L. Odinets
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  2. O. I. Artyushin
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  3. E. A. Antonov
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  4. P. V. Petrovskii
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  5. B. I. Freger
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  6. T. A. Mastryukova
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  7. M. I. Kabachnik
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Additional information

Translated fromIzyestiya Akadetnii Nauk. Seriya Khimicheskaya, No. 1, pp. 125–128, January, 1994.

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Odinets, I.L., Artyushin, O.I., Antonov, E.A. et al. Investigation of the phosphinyl analog of α-ketoglutaric acid. Russ Chem Bull 43, 121–124 (1994). https://doi.org/10.1007/BF00699149

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  • DOI: https://doi.org/10.1007/BF00699149

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