Synthesis of Non-Symmetric Functionalized Polyfluoroalkyl Phosphites

2020

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DOI 10.1134/s1070363220050138
Data confidence 85 high
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Abstract

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.