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Oxidation of Saturated Hydrocarbons to Alkyl Hydroperoxides by a ‘H2O2/Titanosilicalite-1/NaOH/MeCN’ System

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Abstract

Hydrogen peroxide oxidizes alkanes at room temperature to produce the corresponding alkyl hydroperoxides in the presence of titanosilicalite-1, NaOH and acetonitrile. The reaction proceeds with low regio- and bond-selectivity and its mechanism apparently involves the formation of hydroxyl radicals.

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Acknowledgments

The authors thank the Fundação para a Ciência e a Tecnologia (FCT) and its POCI 2010 programme (FEDER funded) (grant BD/12811/03 for M. V. Kirillova), the MRTN-CT-2003-503864 (AQUACHEM) project and the Russian Basic Research Foundation (grant 06-03-32344-а) for support. G. B. Shul’pin expresses his gratitude to the FCT and the Centro de Química Estrutural, Instituto Superior Técnico, Lisbon, Portugal and the Department of Chemistry, King Mongkut’s Institute of Technology Ladkrabang, Bangkok, Thailand for making it possible for him to stay at these Institutes as invited Professor and to perform a part of the present work. The authors are indebted to Prof. Oksana A. Kholdeeva (Boreskov Institute of Catalysis, Novosibirsk, Russia) for valuable discussions and suggestions.

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Authors and Affiliations

  1. Semenov Institute of Chemical Physics, Russian Academy of Sciences, Ulitsa Kosygina, dom 4, Moscow, 119991, Russia

    Georgiy B. Shul’pin

  2. Centro de Química Estrutural, Complexo I, Instituto Superior Técnico, TU Lisbon, Av. Rovisco Pais, 1049-001, Lisbon, Portugal

    Marina V. Kirillova & Armando J. L. Pombeiro

  3. Department of Chemistry, King Mongkut’s Institute of Technology Ladkrabang, Ladkrabang, Bangkok, 10520, Thailand

    Tawan Sooknoi

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  1. Georgiy B. Shul’pin
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Correspondence to Georgiy B. Shul’pin.

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Shul’pin, G.B., Kirillova, M.V., Sooknoi, T. et al. Oxidation of Saturated Hydrocarbons to Alkyl Hydroperoxides by a ‘H2O2/Titanosilicalite-1/NaOH/MeCN’ System. Catal Lett 123, 135–141 (2008). https://doi.org/10.1007/s10562-008-9406-8

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