154344-02-2Relevant articles and documents
Transition-Metal-Free Coupling of Polyfluorinated Arenes and Functionalized, Masked Aryl Nucleophiles
Finck, Lucie,Oestreich, Martin
, p. 11061 - 11064 (2021/06/12)
A chemoselective C(sp2)?C(sp2) coupling of sufficiently electron-deficient fluorinated arenes and functionalized N-aryl-N’-silyldiazenes as masked aryl nucleophiles is reported. The fluoride-promoted transformation involves the in situ generation of the aryl nucleophile decorated with various sensitive functional groups followed by a stepwise nucleophilic aromatic substitution (SNAr). These reactions typically proceed at room temperature within minutes. This catalytic process allows for the functionalization of both coupling partners, furnishing highly fluorinated biaryls in good yields.
Reactions of pentafluorophenylxenon(II) hexafluoroarsenate (+)(-) with aromatic compounds
Frohn, H. J.,Klose, A.,Bardin, V. V.
, p. 201 - 216 (2007/10/02)
Pentafluorophenylxenon(II) hexafluoroarsenate (+)(-) reacts (MeCN, 20 deg C) with aromatic compounds C6H5X (X=CH3, F, CF3, NO2 and CN), yielding isomeric mixtures of polyfluorinated biphenyls XC6H4C6F5.When X=I, iodopentafluorobenzene is formed in addition, whereas trimethylsilylbenzene (X=SiMe3) is only converted to C6H5C6F5 and C6F5H.These results are compared with the data for the radical pentafluorophenylation and fluorination reactions of the corresponding aromatic compounds with XeF2.Polyfluoroaromatic compounds C6F6, C6F5H, C6F5I, C6F5CN and C6F5SiMe3 do not react with (+)(-) under the same conditions.