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Palladium Nanoparticles–Polypyrrole Composite as Effective Catalyst for Fluoroalkylation of Alkenes

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Abstract

Palladium nanoparticles–polypyrrole composite (Pd/PPy) catalyzes the addition of perfluoroalkyl halides to olefins to produce a variety of products with good yields. An effective fluoroalkylation technique tested with various olefins, fluoroalkyl halides and Pd/PPy was developed. The reaction proceeds highly efficient under mild phosphine-free reaction conditions with different substrates, easy catalyst recycling and provides a general and straightforward access to fluoroalkylated products. Furthermore, we were able to control whether the addition of perfluoroalkyl occurs with various monomer (fluoroalkylated alkene or alkane with RF and OH moieties) or dimer formation (under electrochemical conditions).

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of RAS, Arbuzov Str. 8, Kazan, Russian Federation, 420088

    T. V. Gryaznova, M. N. Khrizanforov, K. V. Kholin & Y. H. Budnikova

  2. D. I. Mendeleev University of Chemical Technology of Russia, Moscow, Russian Federation

    M. A. Vorotyntsev

  3. Institute of Problems of Chemical Physics of RAS, Academician Semenov av. 1, Chernogolovka, Russian Federation, 142432

    M. A. Vorotyntsev, K. V. Gor’kov, N. V. Talagaeva, M. V. Dmitrieva & E. V. Zolotukhina

  4. M. V. Lomonosov Moscow State University, Moscow, Russian Federation

    M. A. Vorotyntsev & E. V. Zolotukhina

  5. ICMUB, UMR 6302 CNRS-Université de Bourgogne-Franche-Comté, Dijon, France

    M. A. Vorotyntsev

  6. A.M. Butlerov Chemistry Institute of the Kazan Federal University, Kremlevskaya Str. 18, Kazan, Russian Federation, 420008

    Y. H. Budnikova

Authors
  1. T. V. Gryaznova
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  2. M. N. Khrizanforov
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  3. K. V. Kholin
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  4. M. A. Vorotyntsev
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  5. K. V. Gor’kov
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  6. N. V. Talagaeva
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  7. M. V. Dmitrieva
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  8. E. V. Zolotukhina
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  9. Y. H. Budnikova
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Corresponding author

Correspondence to Y. H. Budnikova.

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Gryaznova, T.V., Khrizanforov, M.N., Kholin, K.V. et al. Palladium Nanoparticles–Polypyrrole Composite as Effective Catalyst for Fluoroalkylation of Alkenes. Catal Lett 148, 3119–3125 (2018). https://doi.org/10.1007/s10562-018-2524-z

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  • DOI: https://doi.org/10.1007/s10562-018-2524-z

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