Abstract
The catalytic system N-hydroxyphthalimide–Fe(III) is used for the first time in the aerobic oxidation of alkylbenzenes to the corresponding hydroperoxides. It is shown that micro amounts of Fe(асас)3 or Fe(benz)3 increase the efficiency of radical catalyst N-hydroxyphthalimide; as a result, hydroperoxidation of ethylbenzene and isopropylbenzene proceeds at temperatures of 90–100 and 60°C, respectively, instead of in the temperature range of 150–120°C typical of noncatalytic synthesis. At substrate conversion of 10–20%, the selectivity for hydroperoxides remains at the level of 90–95%. Further successful tests of the obtained solutions in the MoO3/SiO2-catalyzed epoxidation of olefins without prior removal of the catalytic system components show the promise of using this low-temperature synthesis of hydroperoxides as the initial stage of olefin epoxidation.
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Funding
This work was performed as part of a State Task for Boreskov Institute of Catalysis, Siberian Branch, Russian Academy of Sciences, project no. AAAA-A17-117041710083-5. It was supported by the Russian Foundation for Basic Research and the Government of Novosibirsk oblast, project no. 19-43-540008.
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Karmadonova, I.E., Zudin, V.N., Kuznetsova, N.I. et al. Preparation of Ethylbenzene and Isopropylbenzene Hydroperoxides in the N-Hydroxyphthalimide–Fe(III) Homogeneous Catalytic System and Use of Solutions in the Epoxidation of Olefins. Catal. Ind. 12, 216–225 (2020). https://doi.org/10.1134/S2070050420030058
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DOI: https://doi.org/10.1134/S2070050420030058