1. Synthesis of Non-Symmetric Functionalized Polyfluoroalkyl Phosphites
- Author
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Svetlana N. Arbuzova, Lyudmila A. Oparina, Natal’ya A. Belogorlova, Svetlana F. Malysheva, Trofimov Boris A, Gusarova Nina K, A. M. Nalibayeva, N. A. Chernysheva, G. K. Bishimbayeva, S. V. Yas’ko, and S. I. Verkhoturova
- Subjects
chemistry.chemical_classification ,Tris ,010405 organic chemistry ,Aryl ,Non symmetric ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Medicinal chemistry ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Yield (chemistry) ,Allyl alcohol ,Inert gas ,Triethylamine ,Alkyl - 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.
- Published
- 2020