Hydroxylation of aromatic amines with dioxygen in photooxidation sensitized by substituted phthalocyanines |
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| Affiliation: | 1. State Scientific Center ‘Research Institute of Organic Intermediates and Dyes’, 123995 Moscow, Russian Federation;2. M. V. Lomonosov Institute of Fine Chemical Technologies, MIREA – Russian Technological University, 119571 Moscow, Russian Federation;1. Department of Chemistry, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation;2. Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432 Chernogolovka, Moscow Region, Russian Federation;3. Department of Physics, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation;4. Department of Physical and Chemical Engineering, M. V. Lomonosov Moscow State University, 119991 Moscow, Russian Federation;1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991, Moscow, Russian Federation;2. Department of Chemistry, M. V. Lomonosov Moscow State University, 119991, Moscow, Russian Federation;3. V. I. Chuikov Moscow South-Eastern School, 109457, Moscow, Russian Federation;4. Peoples Friendship University of Russia (RUDN University), 117198, Moscow, Russian Federation;5. G. V. Plekhanov Russian University of Economics, 117997, Moscow, Russian Federation;1. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033, Irkutsk, Russian Federation;2. Angarsk State Technical University, 665835, Angarsk, Russian Federation |
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| Abstract: | Photooxidation of aniline and its methyl and chloro derivatives with dioxygen sensitized by substituted zinc (PcZn) and palladium (PcPd) phthalocyanines in solution and on the carrier surface upon visible light irradiation affords selectively the corresponding p-aminophenols. Active and the most stable PcPd derivative adsorbed on Amberlite XAD 7HP provides conversion of 2,6-dimethylaniline with selectivity over 90% without the loss of sensitizer activity at least in 8 repeated cycles, the overall turnover number of the sensitizer being greater than 25,000. |
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| Keywords: | photooxidation singlet oxygen arylamines sensitizers photocatalysis hydroxylation phthalocyanines |
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