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Diastereomeric anisochronism in rapid interaggregate exchange

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    31P−{1H} NMR was used to study the dependence of RR, SS, RS, and SR stereoisomers of the compound

    $$\begin{array}{*{20}c} {CH_3 } \\ \backslash \\ P \\ / \\ {C_2 H_5 O} \\ \end{array} \begin{array}{*{20}c} O \\ / \\ / \\ \backslash \\ {SCH_2 CONHCH(C_3 H_{7 - i} )COOH} \\ \end{array} $$

    in various mixtures in chloroform (cone. 0.4 mole /liter) on the stereoisomeric composition in the temperature range from −60 to 50°C. The statistically controlled intermolecular association of the chiral molecules strongly affects the value of the chemical shifts.

  2. 2.

    A theory was constructed to explain the chemical shifts under the influence of the interactions of chiral molecules of a mixture under conditions of statistical control.

  3. 3.

    The application of the proposed theory towards a quantitative interpretation of the observed effects permits the determination of stereoselective intermolecular association parameters for the stereoisomers in the liquid phase. The temperature dependence of the stereoselectivity of association was studied.

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Literature cited

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Authors and Affiliations

  1. Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, USSR

    M. I. Kabachnik, É. I. Fedin, L. L. Morozov, M. S. Vaisberg, P. V. Petrovskii, A. É. Shipov & T. A. Mastryukova

Authors
  1. M. I. Kabachnik
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  2. É. I. Fedin
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  3. L. L. Morozov
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  4. M. S. Vaisberg
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  5. P. V. Petrovskii
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  6. A. É. Shipov
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  7. T. A. Mastryukova
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No.1, pp. 67–78, January, 1976.

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Kabachnik, M.I., Fedin, É.I., Morozov, L.L. et al. Diastereomeric anisochronism in rapid interaggregate exchange. Russ Chem Bull 25, 58–67 (1976). https://doi.org/10.1007/BF00925619

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  • DOI: https://doi.org/10.1007/BF00925619

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