Conclusions
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1.
Highly electrophilic olefins containing three perfluoroalkyl groups at the double bond undergo a unique dimerization reaction in the presence of tertiary phosphines accompanied by defluorination and the formation of higher 1,3-dienes.
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2.
NMR, IR, and Raman spectroscopic methods were used to established that the double bonds of the higher perfluorinated 1,3-dienes obtained are not located in a single plane, and this failure results in the axial chirality of these molecules.
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3.
The addition of nucleophilic reagents to the substituted perfluoro-2,4-octadiene is accompanied by elimination of allylic or vinyl fluorine atom with the formation of the corresponding isomeric diene or aliene, depending on the reaction conditions.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2746–2750, December, 1981.
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Stepanov, A.A., Bekker, G.Y., Kurbakova, A.P. et al. Synthesis of higher fluorine-containing dienes and allenes. Russ Chem Bull 30, 2285–2288 (1981). https://doi.org/10.1007/BF00963689
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DOI: https://doi.org/10.1007/BF00963689