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Synthesis of Non-Symmetric Functionalized Polyfluoroalkyl Phosphites

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Abstract

Two ways for the synthesis of new representatives of non-symmetric organic phosphites with polyfluoroalkyl substituents were developed based on organic dichlorophosphites. The reaction of polyfluoroalkyl dichlorophosphites with allyl alcohol, proceeding at a temperature of –10–22°C (2 h) in the presence of triethylamine, gave diallyl polyfluoroalkyl phosphites in a yield of 75–77%. Under similar conditions (–30–22°C, 2–4 h, Et3N), alkyl (or aryl) dichlorophosphites reacted with polyfluoroalkanols to form alkyl (or aryl) bis(polyfluoroalkyl) phosphites (yield 56–67%). Unlike diallylpolyfluoroalkyl- and alkylbis(polyfluoroalkyl) phosphites, arylbis(polyfluoroalkyl) phosphites are symmetrized under storage conditions (room temperature, inert atmosphere), forming the corresponding triaryl- and tris(polyfluoroalkyl) phosphites.

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Authors and Affiliations

  1. A.E. Favorskii Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033, Irkutsk, Russia

    N. K. Gusarova, S. F. Malysheva, N. A. Belogorlova, S. I. Verkhoturova, L. A. Oparina, S. N. Arbuzova, N. A. Chernysheva & B. A. Trofimov

  2. Sokol’skii Institute of Fuel, Catalysis, and Electrochemistry, 050000, Almaty, Kazakhstan

    A. M. Nalibayeva & G. K. Bishimbayeva

  3. Irkutsk State University of Communications, 664074, Irkutsk, Russia

    S. V. Yas’ko

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  1. N. K. Gusarova
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Correspondence to B. A. Trofimov.

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Gusarova, N.K., Malysheva, S.F., Belogorlova, N.A. et al. Synthesis of Non-Symmetric Functionalized Polyfluoroalkyl Phosphites. Russ J Gen Chem 90, 839–844 (2020). https://doi.org/10.1134/S1070363220050138

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