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Abstract <p>4-X-Perfluoroisopropylbenzenes (X = F, Cl, H, CH<sub>3</sub>) undergo carbonylation under the action of CO/SbF<sub>5</sub> at room temperature and atmospheric pressure, forming 2-(4-X-tetrafluorophenyl)perfluoro-2-methylpropanoyl fluorides. Upon treatment with NH<sub>3</sub>/CH<sub>2</sub>Cl<sub>2</sub>, the latter are converted into amides of the corresponding carboxylic acids and their further transformation products under the action of ammonia—4-X-2,3,5,6-tetrafluoro-1-(1,1,1,3,3,3-hexafluoropropan-2-yl)benzenes. Perfluorinated <i>p</i>-cymene (X = CF<sub>3</sub>), <i>p</i>- and <i>m</i>-xylenes, as well as ethyl- and propylbenzenes, do not undergo carbonylation under the action of CO/SbF<sub>5</sub>.</p>

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A Reaction of Perfluoroalkylbenzenes with Carbon Monoxide in Antimony Pentafluoride Medium

  • 期刊论文

  • 发表日期：

    2025年2月1日

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  • Ya. V. Zonov,
  • V. M. Karpov,
  • and T. V. Mezhenkova

摘要

Abstract

4-X-Perfluoroisopropylbenzenes (X = F, Cl, H, CH3) undergo carbonylation under the action of CO/SbF5 at room temperature and atmospheric pressure, forming 2-(4-X-tetrafluorophenyl)perfluoro-2-methylpropanoyl fluorides. Upon treatment with NH3/CH2Cl2, the latter are converted into amides of the corresponding carboxylic acids and their further transformation products under the action of ammonia—4-X-2,3,5,6-tetrafluoro-1-(1,1,1,3,3,3-hexafluoropropan-2-yl)benzenes. Perfluorinated p-cymene (X = CF3), p- and m-xylenes, as well as ethyl- and propylbenzenes, do not undergo carbonylation under the action of CO/SbF5.