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Conformational investigations of vinyl esters on the basis of spatial effects in multinuclear EPR spectroscopy (1H,13C,15N,17O) and quantum-chemical calculations

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

Conclusions

  1. 1.

    The vinyl esters exist predominantly in the S-trans conformation with a syn orientation: of the vinyl and carbonyl group, which is stabilized by a weak C-H...O intramolecular hydrogen bond with the participation of the a proton of the vinyl group.

  2. 2.

    In the vinyl ester of picolinic acid the carbonyl group exists predominantly in the S-trans-(N) conformation; in the vinyl ester of nicotinic acid the carbonyl group exists in both the S-cis-(N) and S-trans conformations; in the vinyl ester of furan-2-carboxylic acid the carbonyl group has a predominantly S-cis(O) conformation.

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Authors and Affiliations

  1. Irkutsk Institute of Organic Chemisry, Academy of Sciences of the USSR, Siberian Branch, USSR

    A. V. Afonin, A. V. Vashchenko, V. K. Voronov, M. A. Andriyankov, E. I. Ehikeeva, Z. M. Garashchenko & Yu. A. Mansurov

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  1. A. V. Afonin
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  2. A. V. Vashchenko
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  3. V. K. Voronov
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  4. M. A. Andriyankov
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  5. E. I. Ehikeeva
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  6. Z. M. Garashchenko
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  7. Yu. A. Mansurov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 865–873, April, 1989.

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Afonin, A.V., Vashchenko, A.V., Voronov, V.K. et al. Conformational investigations of vinyl esters on the basis of spatial effects in multinuclear EPR spectroscopy (1H,13C,15N,17O) and quantum-chemical calculations. Russ Chem Bull 38, 776–784 (1989). https://doi.org/10.1007/BF00953291

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  • DOI: https://doi.org/10.1007/BF00953291

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