Generation of Perfluoro- and 1-Chloroperfluoro-Indanyl and -Benzocyclobutenyl Cations with Perfluoroalkyl Groups in the Aliphatic Ring

T. V. Mezhenkova, V. M. Karpov, Ya V. Zonov, I. P. Chuikov

Research output: Contribution to journalArticlepeer-review

Abstract

Perfluoro(alkylbenzocycloalken-1-yl) cations were generated in a SbF 5 −SO 2 ClF medium from perfluorinated indane and benzocyclobutene derivatives containing perfluoroalkyl groups in the alicyclic fragment. The cations exist in equilibrium with their precursors. Adding SO 2 Cl 2 to the system led to the formation of polyfluoroalkylbenzocycloalken-1-yl cations with a chlorine substituent at the cationic center. The structures of the cations were determined by 19 F and 13 C NMR spectroscopy and confirmed by the structures of perfluoroketones formed on their hydrolysis.

Original languageEnglish
Pages (from-to)193-201
Number of pages9
JournalRussian Journal of Organic Chemistry
Volume55
Issue number2
DOIs
Publication statusPublished - 1 Feb 2019

Keywords

  • benzocyclobutene
  • cation
  • chlorine
  • fluorinated
  • indane
  • perfluoroalkyl group
  • REARRANGEMENTS
  • FLUORINE-CONTAINING CARBOCATIONS

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