Reaction of organylxenonium(II)salts, [RXe][Y], with organyl iodides, R'I, in anhydrous HF: Scope and limitation of a new synthetic approach to iodonium salts, [RR'I][Y]

摘要

Perfluoroalkynylxenonium salts, [RXe][BF _4] (R = CF _3C≡C, (CF _3)2 _2CFC≡C), reacted with organyl iodides, R'I (R' = 3-FC _6H _4, C _6F _5, CF _2 ≡CF, CF _3CH2; no reaction with R' = CF _3CF _2CF _2)in anhydrous HF to yield the corresponding asymmetric polyfluorinated iodonium salts, [RR'I][Y]. The action of the arylxenonium salt, [C _6F _5Xe]-[BF _4], and the cycloalkenylxenonium salt, [cyclo-1,4-C _6F7Xe]-[AsF _6], on 4-FC _6H _4I gave [C _6F _5(4-FC _6H _4)I][BF _4] and [cyclo-1,4-C _6F7(4-FC _6H _4)I][AsF _6], respectively, besides the symmetric iodonium salt, [(4-FC _6H _4)2 _2I][Y]. But the aryl-, as well as the cycloalkenylxenonium salt, did not react with C _6F _5I, CF _2 =CFI, and CF _3CH2I.