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Atmospheric and high pressure ene reaction of norbornene with 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione

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Abstract

Thermodynamic and activation parameters (enthalpy, entropy, and volume) have been determined from the pressure and temperature dependences of the rate of the reaction of norbornene with 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione in toluene, which is accompanied by Wagner-Meerwein rearrangement. The enthalpy of the reaction in 1,2-dichloroethane has been determined by calorimetry. The obtained data correspond to a weakly polar transition state.

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Authors and Affiliations

  1. Butlerov Institute of Chemistry, Kazan Federal University, ul. Kremlevskaya 18, Kazan, 420008, Tatarstan, Russia

    V. D. Kiselev, D. A. Kornilov, E. A. Kashaeva, L. N. Potapova & I. A. Sedov

  2. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088, Tatarstan, Russia

    A. I. Konovalov

Authors
  1. V. D. Kiselev
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  2. D. A. Kornilov
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  3. E. A. Kashaeva
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  4. L. N. Potapova
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  5. I. A. Sedov
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  6. A. I. Konovalov
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Corresponding author

Correspondence to V. D. Kiselev.

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Dedicated to Full Member of the Russian Academy of Sciences V.I. Minkin on his 80th anniversary

Original Russian Text © V.D. Kiselev, D.A. Kornilov, E.A. Kashaeva, L.N. Potapova, I.A. Sedov, A.I. Konovalov, 2015, published in Zhurnal Organicheskoi Khimii, 2015, Vol. 51, No. 3, pp. 401–405.

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Kiselev, V.D., Kornilov, D.A., Kashaeva, E.A. et al. Atmospheric and high pressure ene reaction of norbornene with 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione. Russ J Org Chem 51, 387–391 (2015). https://doi.org/10.1134/S1070428015030173

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  • DOI: https://doi.org/10.1134/S1070428015030173

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