A well feasible and general route to (organoethynyl)difluoroboranes, RHCCBF2, and their perfluorinated analogues, RFCCBF2

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

“…A similar result was obtained with the less acidic 1H,1H,2H,2H-tridecafluorooctyldifluoroborane (19) which was converted into 1H,1H,2H,2H-tetradecafluorooctane (20) (Eq. (18)).…”

“…Perfluorinated organyldifluoroboranes are more acidic [17] and, in general, more easy to prepare [18][19][20][21] than the corresponding organyltrifluorosilanes. This situation allowed to study the preparation of asymmetrical bis(organyl)bromonium salts starting from aryldifluorobromanes.…”

“…13 13 C), CCl 3 F ( 19 F, with C 6 F 6 as secondary reference (À162.9 ppm)), and BF 3 ÁOEt 2 /CDCl 3 (15%, v/v) ( 11 B), respectively. The composition of the reaction mixtures and the yields of products were determined by 19 F NMR spectroscopy using the internal integral standards C 6 F 6 or PFB.…”

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

“…Anhydrous HF (aHF) was stored over CoF 3 . Tris(pentafluorophenyl)borane [18], C 6 F 5 SiF 3 [33], C 6 F 5 SiMe 3 [34], Li[C 6 [38], and solutions of cis-C 2 F 5 CF5 5CFBF 2 , trans-CF 3 CF5 5CFBF 2 [39], CF 3 CCBF 2 [40] in PFB or PFP were prepared as described. Salt K[C 6 F 13 BF 3 ] [41] and solutions of C 6 F 5 BF 2 [42] and C 6 F 13 BF 2 [41] in PFB or PFP were prepared by modified procedures (see below).…”

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

“…A straightforward preparative approach to per-and polyfluoroorganodifluoroboranes R F BF 2 (R F = C 6 F n H 5Àn , R 00 CF = CF, CF 2 = CR 00 , R 00 CBBC) in weakly coordinating solvents (CH 2 Cl 2 , 1,1,1,3,3-pentafluoropropane (PFP), 1,1,1,3,3-pentafluorobutane (PFB)) was developed by Frohn and Bardin in the last decade [63,64] and allowed the syntheses of a number of symmetric and asymmetric bis(per-and polyfluoroaryl)iodonium (Eqs. (39a) and (39b)) [65,21,66], perfluoroalkenyl(aryl)iodonium (Eq.…”