Theoretical analysis of reactions of electrophilic iodination and chlorination of benzene and polycyclic arenes in density functional theory approximation / V. D. Filimonov [et al.]

Уровень набора: Russian Journal of Organic Chemistry, Scientific Journal = 2001-Альтернативный автор-лицо: Filimonov, V. D., Russian chemist, Professor of the TPU, 1945-, Viktor Dmitrievich;Krasnokutskaya, E. A ., organic chemist, Professor of Tomsk Polytechnic University, Doctor of chemical sciences, 1966-, Elena Aleksandrovna;Poleshchuk, O. Kh., chemist, Professor-consultant of Yurga technological Institute of Tomsk Polytechnic University, Doctor of chemical sciences, 1947-, Oleg Khemovich;Lesina, Yu. A., organic chemist, associate Professor of Tomsk Polytechnic University, candidate of chemical Sciences, 1973-, Yuliya AleksandrovnaЯзык: английский.Резюме или реферат: Quantum-chemical method DFT B3LYP/6-311G*was applied to stage by stage thermodynamic calculation of reactions of electrophilic iodination of benzene, naphthalene, phenanthrene, and anthracene with iodine and iodine monochloride, and comparison with chlorination reactions was performed. The main distinction of iodination process from chlorination was an enhanced reversibility owing to protodeiodination. The reversibility of iodination grows with the electron-donor properties of aromatic substrates. The calculations permit an assumption that the chlorination of anthracene and phenanthrene with iodine monochloride occurs most probably through stages of electrophilic iodination-dehydroiodination..Примечания о наличии в документе библиографии/указателя: [References: 30 tit.].Аудитория: .Тематика: электронный ресурс | труды учёных ТПУ | иодирование | хлорирование | бензолы | реакции Ресурсы он-лайн:Щелкните здесь для доступа в онлайн
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[References: 30 tit.]

Quantum-chemical method DFT B3LYP/6-311G*was applied to stage by stage thermodynamic calculation of reactions of electrophilic iodination of benzene, naphthalene, phenanthrene, and anthracene with iodine and iodine monochloride, and comparison with chlorination reactions was performed. The main distinction of iodination process from chlorination was an enhanced reversibility owing to protodeiodination. The reversibility of iodination grows with the electron-donor properties of aromatic substrates. The calculations permit an assumption that the chlorination of anthracene and phenanthrene with iodine monochloride occurs most probably through stages of electrophilic iodination-dehydroiodination.

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