- FLUORINE-CONTAINING CARBONIUM IONS. XIX. GENERATION OF STABLE BENZENONIUM IONS BY ELECTROPHYLIC METHYLATION OF POLYFLUORINATED METHYLBENZENES
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Stable benzenonium ions corresponding to the addition of a methyl cation at the positions of the ring occupied both by a methyl group and by a fluorine atom were generated by the action of methyl fluoride in antimony pentafluoride on pentafluorotoluene and tetrafluoro-p- and tetrafluoro-m-xylenes in SO2ClF at -80 deg C.If the temperature of the solution is raised to -30 deg C, 1,1,4-trimethyl-2,3,5,6-tetrafluorobenzenonium ion generated by methylation of 2,3,5,6-tetrafluoro-p-xylene isomerizes to 1,2,5-trimethyl-1,3,4,6-tetrafluorobenzenonium ion.This evidently indicates a difference between the kinetically controlled orientation in the methylation reaction realized at -80 deg C and the equilibrium ratio of the isomeric arenonium ions.
- Dobronravov, P. N.,Shteingarts, V. D.
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p. 884 - 892
(2007/10/02)
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