Abstract:
Aromatic nucleophilic substitution reactions in 1-halo-3,5-dinitrobenzenes (where the halogen is bromine or chlorine) can occur with replacement of either a nitro group or a halogen atom, depending on the nature of anionic nucleophile Nu– as a Lewis base (hard, soft or intermediate), as well as on the polarity of the dipolar aprotic solvent.
Document Type:
Article
Language: English
Citation:
M. D. Dutov, S. A. Shevelev, V. N. Koshelev, D. R. Aleksanyan, O. V. Serushkina, O. D. Neverova, E. V. Kolvina, E. S. Bobrov, “Dual reactivity of 1-chloro- and 1-bromo-3,5-dinitrobenzenes in aromatic nucleophilic substitution”, Mendeleev Commun., 27:2 (2017), 160–162
Linking options:
https://www.mathnet.ru/eng/mendc1930
https://www.mathnet.ru/eng/mendc/v27/i2/p160
This publication is cited in the following 3 articles:
Vladislav Nikol'skiy, Alexey Starosotnikov, Maxim Bastrakov, The 24th International Electronic Conference on Synthetic Organic Chemistry, 2020, 114
M. R. Crampton, Organic Reaction Mechanisms Series, Organic Reaction Mechanisms · 2017, 2020, 213
Maxim A. Bastrakov, Vladislav V. Nikol'skiy, Alexey M. Starosotnikov, Ivan V. Fedyanin, Svyatoslav A. Shevelev, Daniil A. Knyazev, “Reactions of 3-R-5-nitropyridines with nucleophiles: Nucleophilic substitution vs conjugate addition”, Tetrahedron, 75:47 (2019), 130659
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