319439-13-9Relevant academic research and scientific papers
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]
Frohn, Hermann-Josef,Bardin, Vadim V.
, p. 2616 - 2620 (2012/05/31)
Perfluoroalkynylxenonium salts, [RXe][BF4] (R = CF 3C≡C, (CF3)22CFC≡C), reacted with organyl iodides, R'I (R' = 3-FC6H4, C6F 5, CF2 ≡CF, CF3CH2; no reaction with R' = CF3CF2CF2)in anhydrous HF to yield the corresponding asymmetric polyfluorinated iodonium salts, [RR'I][Y]. The action of the arylxenonium salt, [C6F5Xe]-[BF4], and the cycloalkenylxenonium salt, [cyclo-1,4-C6F7Xe]-[AsF6], on 4-FC6H4I gave [C6F5(4-FC 6H4)I][BF4] and [cyclo-1,4-C 6F7(4-FC6H4)I][AsF6], respectively, besides the symmetric iodonium salt, [(4-FC6H4)2 2I][Y]. But the aryl-, as well as the cycloalkenylxenonium salt, did not react with C6F5I, CF2 =CFI, and CF 3CH2I.
A first methodical approach to salts with unsymmetrical fluorophenyl(pentafluorophenyl)difluoroiodonium(V) cations [Rf(R F)IF2]+ (Rf=x-FC6H 4, x=2, 3, 4; RF=C6F5)
Frohn, Hermann-Josef,Wenda, André,Fl?rke, Ulrich
experimental part, p. 5762 - 5767 (2010/10/01)
A promising approach to the unknown type of [Ar′(Ar)IF2]X salts is offered. x-FC6H4IF4 (x=2, 3, 4) reacts with C6F5BF2 in CH2Cl2 and forms [x-FC6H4(C6F5)IF 2][BF4] salts in good yields. For [4-FC6H 4(C6F5)IF2][BF4] the fluoro-oxidizer property is shown in reactions with weakly reducing agents like E(C6F5)3 (E=P, As, Sb, Bi) and ArI (Ar=4-FC6H4, C6F5). The fluorine/aryl substitution method is also applied to the synthesis of [(4-FC6H4)2IF2][BF4], an example with two identical aryl groups in the difluoroiodonium(V) moiety.
Pentafluorophenyliodine(III) compounds. 4 [1] Aryl(pentafluorophenyl)iodoniumtetrafluoroborates: General method of synthesis, typical properties, and structural features
Bailly,Barthen,Frohn,Koeckerling
, p. 2419 - 2427 (2008/10/08)
Aryl(pentafluorophenyl)iodoniumtetrafluoroborates [Ar′Ar″I][BF4] (Ar′ = C6F5, Ar″ = C6H5, 0-C6H4F, m-C6H4F, P-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, C6F5) are prepared in good yields and high purity by the reaction of C6F5IF2 with Ar″BF2 in CH2Cl2. This convenient method can be applied generally to many iodonium compounds. Thermal and spectroscopic properties (1H, 13C, 19FNMR, IR, Raman) are reported and discussed. The solid state structures of six iodonium compounds show significant cation-anion interactions which result in two different arrangements: a dimer with a 8-membered ring or polymers with infinite zigzag chains. Ab initio calculations on prototypes of aryliodonium cations show relations between the kind of the aryl group (C6H5 vs. C6F5) and structural parameters as well as charges. By means of 19FNMR the σI-and σR-constants of the [C6F5I]+-substituent are determined.
