Synthesis of a new highly-fluorinated cis-1,2-cyclopentanediol and its application for fluorinated oligoesters

[Display omitted] •Dihydroxylation of 3,3,4,4,5,5-hexafluorocyclopentene giving a new polyfluorinated cis-1,2-diol.•X-Ray crystallographic analysis of the dibenzoate of the newly synthesized cis-1,2-diol.•Application of the cis-1,2-diol for oligoester synthesis. Dihydroxylation of 3,3,4,4,5,5-hexafl...

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Veröffentlicht in:Journal of fluorine chemistry 2018-06, Vol.210, p.78-82
Hauptverfasser: Agou, Tomohiro, Ohata, Ryo, Mizuhata, Yoshiyuki, Tokitoh, Norihiro, Fukumoto, Hiroki, Kubota, Toshio
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Sprache:eng
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Zusammenfassung:[Display omitted] •Dihydroxylation of 3,3,4,4,5,5-hexafluorocyclopentene giving a new polyfluorinated cis-1,2-diol.•X-Ray crystallographic analysis of the dibenzoate of the newly synthesized cis-1,2-diol.•Application of the cis-1,2-diol for oligoester synthesis. Dihydroxylation of 3,3,4,4,5,5-hexafluorocyclopentene by KMnO4 afforded a highly-fluorinated 1,2-cycloalkanediol, 3,3,4,4,5,5-hexafluoro-cis-1,2-cyclopentanediol, as a colorless crystalline solid. The cis-configuration of the two hydroxy groups was elucidated by the X-ray crystallographic analysis on the dibenzoate of the 1,2-diol. Treatment of the 1,2-diol with several diacid chlorides afforded the corresponding oligoesters in good yields.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2018.03.002