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Position of the enol proton in the chelate forms of unsymmetrical β-diketones

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

Conclusions

  1. 1.

    The1H and13C NMR spectra of the chelate enol forms of RCOCH2COCH3 dicarbonyl compounds with R=OC2H5, C2H5, CH3, CH(CH3)2, C6H5 and C(CH)3=CH2 have been analyzed.

  2. 2.

    Determination has been made of the relative contents of two possible chelate enol forms of the diketone tautomers, these forms differing in the position of the enol proton. In running through the above R listing, there is an increase in the fraction of the tautomer in which the enol proton is located near the RCO group oxygen.

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Authors and Affiliations

  1. Institute of High-Molecular-Weight Compounds, Academy of Sciences of the USSR, Leningrad

    A. I. Kol'tsov, V. V. Kopeikin, I. S. Milevskaya, V. M. Denisov, E. F. Panarin & V. A. Zubkov

Authors
  1. A. I. Kol'tsov
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  2. V. V. Kopeikin
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  3. I. S. Milevskaya
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  4. V. M. Denisov
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  5. E. F. Panarin
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  6. V. A. Zubkov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 582–585, March, 1977.

The authors wish to thank Yu. A. Ignat'ev for the13C NMR spectrum of methacryloylacetone (Id).

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Kol'tsov, A.I., Kopeikin, V.V., Milevskaya, I.S. et al. Position of the enol proton in the chelate forms of unsymmetrical β-diketones. Russ Chem Bull 26, 521–525 (1977). https://doi.org/10.1007/BF01179458

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  • DOI: https://doi.org/10.1007/BF01179458

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