21961-22-8Relevant academic research and scientific papers
The direct synthesis of arylxenon trifluoromethanesulfonates via electrophilic substitution
Naumann,Tyrra,Gnann,Pfolk,Gilles,Tebbe
, p. 1821 - 1834 (2008/10/09)
The reaction of xenonbis(trifluoroacetate) and trifluoromethanesulfonic acid (triflic acid) gave the new, highly reactive unsymmetrical xenon-oxo species CF3COOXeOSO2CF3. Benzene derivates, containing electron withdrawing substituents such as -F, -CF3, -Cl or -NO2 were electrophilic attacked by this intermediate to yield arylxenon trifluoromethanesulfonates. Via this one-pot synthesis trifluoromethanesulfonates with the cations [Xe(2,4,6-F3C6H2)]+, [Xe(2-F-5-NO2C6H3)]+, [Xe(2-F-5-CF3C6H3)]+ and [Xe(3,5-(CF3)2C6H3)]+ were prepared. All compounds were characterized by their NMR, mass, and vibrational spectra. Additionally, several new arylxenon trifluoromethanesulfonates were detected by 129Xe-NMR spectroscopy as products of the reaction of 1,3-F2C6H4 and further deactivated benzenes with xenontrifluoroacetate trifluoromethane sulfonate. Fluoro substituents in ortho position to xenon significantly increase the thermal stability of the arylxenon trifluoromethanesulfonates obtained. The molecular structure of [Xe(2,6-F2C6H3)][OSO2CF3] was determined by single crystal diffraction methods. The arylxenon unit is weakly coordinated by one oxygen atom of the CF3SO3 anion. The salt crystallizes in the triclinic space group P1, a = 880.9(3) pm, b = 1093.9(5) pm, c = 1209.8(5) pm, α = 89.04(4)○, β = 74.23(3)○, γ = 86.03(3)○, Z = 4.
