13648-83-4Relevant academic research and scientific papers
Bis(diethylamino)pentafluorophenylphosphane as Valuable Precursor for the Design of Tetrafluorophenylphosphanes, Tetrafluorophenylphosphinic and -phosphonic Acids
Alter, Christian,Neumann, Beate,Stammler, Hans-Georg,Hoge, Berthold
, p. 867 - 875 (2018/02/16)
Facile replacement of the p-fluorine atom in bis(diethylamino)pentafluorophenylphosphane [(Et2N)2PC6F5] by organolithium derivatives LiR (R = CH3, n-Bu, Ph), lithium alkoxides (R = OMe, OEt) and amides (NMe2, NEt2) is described. The obtained phosphanes p-R-C6F4-P(NEt2)2 are fully characterized. Their acid-catalyzed hydrolysis affords the corresponding phosphinic acids p-R-C6F4-P(O)(H)OH, which are smoothly oxidized by treatment with a mixture of DMSO/I2 to phosphonic acids p-R-C6F4-P(O)(OH)2.
Bis(diethylamino)(pentafluorophenyl)phosphane - A push-pull phosphane available for coordination
Orthaber, Andreas,Fuchs, Michael,Belaj, Ferdinand,Rechberger, Gerald N.,Kappe, C. Oliver,Pietschnig, Rudolf
experimental part, p. 2588 - 2596 (2011/06/26)
A facile large-scale synthesis of the "push-pull"-substituted ligand bis(diethylamino)(pentafluorophenyl)phosphane is reported. A selenophosphorane as well as complexes with CuI and PdCl2, can be formed almost quantitatively from suitable starting materials. The Pd II complex shows a square-planar coordination with significant distortions of the Cl-Pd-Cl moiety in the solid state. In contrast, the phosphane ligand exhibits a large flexibility in the trigonal-planar coordination of the Cu salt, as proven by X-ray crystallography. C-C cross-coupling reactions and 1,3-dipolar cycloadditions have been tested for the PdII and CuI complexes, respectively. Whereas the reactivity of the PdII complex is good at low temperature, the CuI complex reveals remarkable reaction rates at temperatures up to 130 °C. Furthermore, the CuI-catalyzed azide/alkyne 1,3-dipolar cycloaddition was successfully adapted for flow conditions. Unlike their previously reported congeners, "push-pull"-substituted (amino)(fluoroaryl)phosphanes have been made available for reactions at phosphorus includingcoordination to metal centers, which was employed for catalyzing C-C coupling and "click" reactions.
AROMATIC FLUORDERIVATIVES. XCV. THE INVESTIGATION OF THE BEHAVIOUR OF THE POLYFLUOROAROMATIC COMPOUNDS CONTAINING GROUP VA ELEMENTS IN ACID MEDIA
Furin, G. G.,Krupoder, S. A.,Rezvukhin, A. I.,Kilina, T. M.,Yakobson, G. G.
, p. 345 - 376 (2007/10/02)
The formation of the stable phosphonium ions from polyfluoroaromatic phosphines of C6F5PX2 type in HSO3F-SbF5 (1:1) at -70 to -10 deg C has been shown, as well as the transformation of the investigated phosphines in HSO3F at 20 deg C into the pentavalent phosphorus derivatives.The same processes take place also for the trivalent arsenic and antimony derivatives.The possible routes of the latter reaction together with the determining factors have been discussed.The unusual formation of the protonated form of difluoroanhydride of pentafluouobenzenephosphonic acid from C6F5P(OCH3)2 and C6F5P(CN)2 in HSO3F has been found.The generation of nitrenium cations from the polyfluorinated nitrosobenzenes in the strong acids at -60 deg C has been proved.At 20 deg C in the same media these cations undergo oxidation leading to the corresponding nitrobenzenes.The influence of the acidity of media on the reactions of nitrosobenzenes has been investigated.
