Effect of the structural factors on reactivity of aryl halides in the copper-catalyzed arylation of aniline in aqueous medium

Arylation of aniline with substituted bromobenzenes in two-phase water–chlorobenzene system catalyzed by Cu(OAc) 2 – N -phenyloxalyldihydrazide–hexane-2,5-dione system was found to be slightly sensitive to the polar effect of a substituent in the aryl halide. Value of the reaction parameter ρ was 0....

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Bibliographic Details
Published in:Russian journal of general chemistry 2015-10, Vol.85 (10), p.2277-2281
Main Authors: Kurandina, D. V., Eliseenkov, E. V., Khaibulova, T. Sh, Petrov, A. A., Boyarskii, V. P.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
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Summary:Arylation of aniline with substituted bromobenzenes in two-phase water–chlorobenzene system catalyzed by Cu(OAc) 2 – N -phenyloxalyldihydrazide–hexane-2,5-dione system was found to be slightly sensitive to the polar effect of a substituent in the aryl halide. Value of the reaction parameter ρ was 0.55. However the presence of substituent in ortho -position of the benzene ring decreased significantly the reaction rate [ k rel (2-MeC 6 H 4 Br/4-MeC 6 H 4 Br) = 0.14.]
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363215100096