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Application of NO2/supercritical CO2 system for safe and selective nitration of adamantanes and tertiary alkyl bromides
Affiliation:1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation;2. D. I. Mendeleev University of Chemical Technology of Russia, 125047 Moscow, Russian Federation;1. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation;2. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 630090 Novosibirsk, Russian Federation;1. M. V. Lomonosov Institute of Fine Chemical Technologies, MIREA - Russian Technological University, 119454 Moscow, Russian Federation;2. Peptide Chemistry Research Center, K. N. Toosi University of Technology, P.O. Box 15875-4416, Tehran, Iran;3. Medical Biology Research Center, Kermanshah University of Medical Sciences, P. O. Box 67155-1616, Kermanshah, Iran;4. St. Petersburg State University, 199034 St. Petersburg, Russian Federation;5. Immanuel Kant Baltic Federal University, 236016 Kaliningrad, Russian Federation
Abstract:A concise safe approach for selective nitration and nitroxylation of tert-alkanes, in particular adamantane, and tert-alkyl bromides utilizing NO2 in supercritical CO2 medium has been established. Major reaction products were tert-alkyl nitro compounds and tert-alkyl nitrates depending on the reaction conditions.
Keywords:nitroalkanes  nitrates  nitrogen dioxide  supercritical carbon dioxide  adamantane
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