Theoretical analysis of reactions of electrophilic iodination and chlorination of benzene and polycyclic arenes in density functional theory approximation

V. D. Filimonov, E. A. Krasnokytskaya, O. Kh Poleshchuk, Yu A. Lesina

Результат исследований: Материалы для журналаСтатья

2 Цитирования (Scopus)

Выдержка

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.

Язык оригиналаАнглийский
Страницы (с-по)681-687
Число страниц7
ЖурналRussian Journal of Organic Chemistry
Том44
Номер выпуска5
DOI
СостояниеОпубликовано - мая 2008

Отпечаток

Chlorination
Benzene
Density functional theory
Discrete Fourier transforms
Iodine
Thermodynamics
Electrons
Substrates
iodine monochloride
phenanthrene
anthracene

ASJC Scopus subject areas

  • Organic Chemistry

Цитировать

Theoretical analysis of reactions of electrophilic iodination and chlorination of benzene and polycyclic arenes in density functional theory approximation. / Filimonov, V. D.; Krasnokytskaya, E. A.; Poleshchuk, O. Kh; Lesina, Yu A.

В: Russian Journal of Organic Chemistry, Том 44, № 5, 05.2008, стр. 681-687.

Результат исследований: Материалы для журналаСтатья

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