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A direct PMR study of dienone-2h-pyran valence isomerization in 1,1-dicarbonyl 1,3-dienes

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

Conclusions

  1. 1.

    Direct measurements have, for the first time, been carried on dienone-2H-pyran isomerization in 1,1-dicarbonyl 1,3-dienes.

  2. 2.

    A study has been made of the effect of solvent and substituents on the position of the point of equilibrium in such systems; thermodynamic and activation parameters have been determined for the isomerization process, and the effect of the solvent on these parameters have been studied.

  3. 3.

    Reducing the efficiency of conjugation and increasing the steric strain in the dienone shifts the points of dienone-2H-pyran equilibrium to the pyran side. An increase in the dipole moment of the solvent has the opposite effect.

  4. 4.

    The solvent has little effect on rate constant values for the dienone-2H-pyran isomerization.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    E. P. Prokof'ev, Zh. A. Krasnaya & K. M. Litvak

Authors
  1. E. P. Prokof'ev
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  2. Zh. A. Krasnaya
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  3. K. M. Litvak
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 766–772, April, 1979.

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Prokof'ev, E.P., Krasnaya, Z.A. & Litvak, K.M. A direct PMR study of dienone-2h-pyran valence isomerization in 1,1-dicarbonyl 1,3-dienes. Russ Chem Bull 28, 711–717 (1979). https://doi.org/10.1007/BF00923566

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  • DOI: https://doi.org/10.1007/BF00923566

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