Ene Reaction of β-Pinene with 4-Phenyl-3H-1,2,4-triazole-3,5(4H)-dione: Effects of Temperature, High Pressure, and Solvent Nature


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Abstract

The effects of temperature, solvent nature, and high hydrostatic pressure on the rate of the ene reaction of 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione with β-pinene have been studied. The reaction gives only one product and is accompanied by a large heat effect. Comparison of the activation and reaction volumes indicates cyclic structure of the transition state. The reaction rate changes by a factor of 200 in the series of nine examined solvents, but this variation is not determined by solvent polarity.

About the authors

V. D. Kiselev

Butlerov Institute of Chemistry

Author for correspondence.
Email: vkiselev.ksu@gmail.com
Russian Federation, ul. Kremlevskaya 18, Kazan Tatarstan, 420008

D. A. Kornilov

Butlerov Institute of Chemistry

Email: vkiselev.ksu@gmail.com
Russian Federation, ul. Kremlevskaya 18, Kazan Tatarstan, 420008

O. V. Anikin

Butlerov Institute of Chemistry

Email: vkiselev.ksu@gmail.com
Russian Federation, ul. Kremlevskaya 18, Kazan Tatarstan, 420008

V. V. Plemenkov

Butlerov Institute of Chemistry

Email: vkiselev.ksu@gmail.com
Russian Federation, ul. Kremlevskaya 18, Kazan Tatarstan, 420008

A. I. Konovalov

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center

Email: vkiselev.ksu@gmail.com
Russian Federation, ul. Arbuzova 8, Kazan Tatarstan, 420088

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