[2π + 2π]-Cycloaddition of biadamantylidene to 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione. Effects of temperature, high pressure, and solvent


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The effects of temperature, solvent nature, and high hydrostatic pressure on the rate of the reaction of biadamantylidene with 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione have been estimated. Significant shielding of the C=C double bond in biadamantylidene is responsible for the high entropy and volume of activation. Quantitative yield of the reaction in the temperature range 25‒45°C is related to its exothermicity. The rate of the [2π + 2π]-cycloaddition unexpectedly weakly depends on the solvent polarity, which makes it radically different from the [2π + 2π]-reaction with tetracyanoethylene.

作者简介

V. Kiselev

Butlerov Institute of Chemistry

编辑信件的主要联系方式.
Email: vkiselev.ksu@gmail.com
俄罗斯联邦, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan

D. Kornilov

Butlerov Institute of Chemistry

Email: vkiselev.ksu@gmail.com
俄罗斯联邦, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan

O. Anikin

Butlerov Institute of Chemistry

Email: vkiselev.ksu@gmail.com
俄罗斯联邦, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan

I. Sedov

Butlerov Institute of Chemistry

Email: vkiselev.ksu@gmail.com
俄罗斯联邦, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan

A. Konovalov

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center

Email: vkiselev.ksu@gmail.com
俄罗斯联邦, ul. Arbuzova 8, Kazan, 420088 Tatarstan

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