Reactions of pentafluorophenylxenon(II) hexafluoroarsenate [C6F5Xe]+[AsF6]− with aromatic compounds

Polyvalent perfluoroorgano- and selected polyfluoroorgano-halogen(III and V) compounds

“…Initially, this reaction was performed with triarylboranes (X = R) and resulted in diaryliodonium arylfluoroborates (Eqs. (38a) and (38b)) [53,43,62]. Later, Naumann et al performed it in the presence of BF 3 ÁOMe 2 , and thus obtained the corresponding tetrafluoroborates (Eq.…”

Electrochemical Reduction of Pentafluorophenylxenonium, -diazonium, -iodonium, -bromonium, and -phosphonium Salts

“…The process of electrochemical reduction of those compounds was complicated by strong adsorption and formation of deposites on the surface of Pt and glassy carbon electrodes. Later investigations of the chemical behaviour of [C 6 F 5 Xe] + by Frohn et al [2] allows us now to give a probable explanation for the previous electrochemical results. Fluorophenyl or chlorophenyl radicals, Polyphenylene compounds which are formed analogously to biphenylene 4 finally block the surface of the cathode.…”

“…Frohn et al have shown that the [C 6 F 5 Xe] + cation is able to arylate aromatic compounds C 6 H 5 X via a radical mechanism. A mixture of isomeric pentafluorobiphenyls C 6 F 5 ±C 6 H 4 X was formed in the reaction of pentafluorophenylxenonium hexafluoroarsenate with monosubstituted benzenes C 6 H 5 X (X = CH 3 , F, CF 3 , NO 2 , CN, I) in acetonitrile at 20°C [2].…”

Organoxenonium Salts: Synthesis by "Xenodeborylation", Reactivities, and NMR Spectroscopic Properties

“…The reaction rates diminish in the sequence Ζ = CH 3 > F > CF 3 -CN > N0 2 , which is consistent with the electrophilic nature of the process. Nevertheless, the isomer distribution in the C6F 5 C 6 H 4 Z products shows unambiguously the radical character of the pentafluorophenylation reaction (eq 17) (46). …”