The first perfluoro alkyl(aryl)iodonium salt synthesised on two complementary routes

Bis(perfluoroorganyl)bromonium salts [(RF)2Br]Y (RF=aryl, alkenyl, and alkynyl)

“…This result can be explained via the formation of the intermediate [(C 6 F 13 ) 2 Br][C 6 F 13 BF 3 ] and its fast decomposition. This assumption is in agreement with the decomposition of [(C 6 F 5 )(C 6 F 13 )I][C 6 F 13 BF 3 ] in PFB which resulted in C 6 F 5 I, C 6 F 14 , and C 6 F 13 BF 2 [27].…”

“…A closely related pictures was observed for the syntheses of bis(perfluoroorganyl)iodonium [12] and perfluoroorganylxenonium [14,15] salts via boranes R F BF 2 . In the context, which anion is formed, the unique transfer of a perfluoroalkyl group should be mentioned when borane C 6 F 13 BF 2 was reacted with C 6 F 5 IF 2 in PFP at À40 8C under formation of [C 6 F 5 (C 6 F 13 )I][C 6 F 13 BF 3 ] [27].…”

New types of asymmetrical bromonium salts [RF(RF′)Br]Y where RF and/or RF′ represent perfluorinated aryl, alkenyl, and alkynyl groups

“…The solution was stirred at À15 8C for 10 min and evaporated to dryness in vacuum at 24 8C to give 132 mg (0.72 mmol, 57%) of CF 3 CCBF 2 ÁNCCH 3 . CF 3 CCBF 2 ÁNCCH 3 (22). 11 …”

“…The latter was prepared from C 6 F 13 BF 2 and C 6 F 5 IF 2 in PFP and decomposed above 0 8C (Eq. (19)) [22].…”

“…The base adducts R F BF 2 ÁNCCH 3 are less acidic than the underlying boranes itself. We have found that bromane 1 reacted with the adduct CF 3 CCBF 2 ÁNCCH 3 (22) (1 equiv.) in PFP/MeCN to yield trifluoroprop-1-yn-1-yl(pentafluorophenyl)bromonium tetrafluoroborate (23), but the conversion of 22 was incomplete and in particular the main product was C 6 F 5 Br (molar ratio 23:17 5 5 1:4) (Eq.…”