Formation of polyfluoro-1-ethylfluorenes in the reaction of perfluoropropylbenzene with tetrafluorobenzenes in an SbF5 medium

IF 1.7 4区 化学 Q3 CHEMISTRY, INORGANIC & NUCLEAR Journal of Fluorine Chemistry Pub Date : 2023-09-06 DOI:10.1016/j.jfluchem.2023.110186
Vladislav V. Komarov, Tatyana V. Mezhenkova, Victor M. Karpov, Yaroslav V. Zonov, Vyacheslav I. Krasnov
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Abstract

The interaction of perfluoropropylbenzene with 1,2,3,4-tetrafluorobenzene or 1,2,4,5-tetrafluorobenzene in an SbF5 medium at r.t. yields corresponding 1-(tetrafluorophenyl)perfluoro-1-phenylpropanes, which undergo cyclization into perfluoro-9-ethylfluorene or 1,2,3,4,5,7,8,9-octafluoro-9-(pentafluoroethyl)fluorene along with 1,2,3,4-tetrahydro-9H-fluorenes under the reaction conditions. The reaction of perfluoropropylbenzene with 1,2,3,5-tetrafluorobenzene under the same conditions leads to the formation of 1-(2,3,4,6-tetrafluorophenyl)perfluoro-1-phenylpropane, which does not give cyclization products at 50–55 °C.

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在SbF5介质中,全氟丙苯与四氟苯反应生成多氟-1-乙基芴
全氟丙苯与1,2,3,4-四氟苯或1,2,4,5-四氟苯在SbF5介质中以rt反应制得相应的1-(四氟苯基)全氟-1-苯基丙烷,在反应条件下环化成全氟-9-乙基芴或1,2,3,4,5,7,8,9-辛氟-9-(五氟乙基)芴以及1,2,3,4-四氢- 9h -芴。在相同条件下,全氟丙苯与1,2,3,5-四氟苯反应生成1-(2,3,4,6-四氟苯基)全氟-1-苯基丙烷,在50-55℃下不生成环化产物。
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来源期刊
Journal of Fluorine Chemistry
Journal of Fluorine Chemistry 化学-无机化学与核化学
CiteScore
3.80
自引率
10.50%
发文量
99
审稿时长
33 days
期刊介绍: The Journal of Fluorine Chemistry contains reviews, original papers and short communications. The journal covers all aspects of pure and applied research on the chemistry as well as on the applications of fluorine, and of compounds or materials where fluorine exercises significant effects. This can include all chemistry research areas (inorganic, organic, organometallic, macromolecular and physical chemistry) but also includes papers on biological/biochemical related aspects of Fluorine chemistry as well as medicinal, agrochemical and pharmacological research. The Journal of Fluorine Chemistry also publishes environmental and industrial papers dealing with aspects of Fluorine chemistry on energy and material sciences. Preparative and physico-chemical investigations as well as theoretical, structural and mechanistic aspects are covered. The Journal, however, does not accept work of purely routine nature. For reviews and special issues on particular topics of fluorine chemistry or from selected symposia, please contact the Regional Editors for further details.
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Formation of polyfluoro-1-ethylfluorenes in the reaction of perfluoropropylbenzene with tetrafluorobenzenes in an SbF5 medium Graphical abstract TOC Graphical abstract TOC Bromination of quinolin-2(1H)-ones fluorinated on the benzene moiety Palladium-catalyzed intramolecular annulation of difluoroalkenes to difluoro- and trifluoromethylated indane analogs
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