Russian Journal of General Chemistry, Vol. 71, No. 2, 2001, p. 315. Translated from Zhurnal Obshchei Khimii, Vol. 71, No. 2, 2001, p. 345.
Original Russian Text Copyright
2001 by Basenko, Boyarkina, Gavrilova, Voronkov.
LETTERS
TO THE EDITOR
Unusual Reaction of Trifluorophenylsilane
with Dimethyl Sulfoxide
S. V. Basenko, E. A. Boyarkina, G. A. Gavrilova, and M. G. Voronkov
Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, Irkutsk, Russia
Received May 4, 2000
We previously showed that alkyltrichlorosilanes
and dried in a vacuum (10 mm). Yield 8.3 g (32%),
react with dimethyl sulfoxide to give cyclic oligoalkyl- sublimation point 110 C. Found, %: C 18.73; H 4.87;
chlorosiloxanes and methyl chloromethyl sulfide [1].
Proceeding with these studies, we found that the re-
action of PhSiF3 with dimethyl sulfoxide at a 1:1
reagent ratio leads to formation of a stable crystalline
substance of the composition 2(Me2SO) SiF4 and
difluorodiphenylsilane.
F 29.23; S 24.47. C4H12F4O2S2Si. Calculated, %: C
18.45, H 4.65; F 29.19; S 24.63. IR spectrum, cm :
734 [ (SiF)], 478 [ hexa(SiF)], 940, 951 [ coord(S=O)],
1
1025, 1045 [ (Me)]; 1317, 1330 [ (SCH)], 1416,
s
1430 [ as(CH)].
Analysis of the liquid fraction showed the presence
1
The reaction results point to C Si bond cleavage
difluorodiphenylsilane. IR spectrum, cm : 467
in trifluorophenylsilane in dimethyl sulfoxide medium. [ (SiF)], 854 [ (SiF)], 950 [ as(SiF)], 1139 [ (SiF)],
1581, 1595 [ (sC=C)], > 3000 [ (CH)]. 19F NMR
spectrum (CCl3F), F, ppm: 142.12 (JSiF 290.11 Hz).
2(Me2SO) + 2PhSiF3
2(Me2SO) SiF4 + Ph2SiF2.
The 19NMR spectra were recorded on a Jeol FX-
90Q spectrometer (90MHz) for 15 20% solutions in
CDCl3 (CCl3F). The IR spectra were recorded on
a Specord IR-75 spectrometer.
Hence, we showed a principal possibility of dis-
proportionation of organylfluorosilanes in an organic
solvent, yielding a complex compound.
Reaction of trifluorophenylsilane with dimethyl
sulfoxide. Trifluorophenylsilane, 16.2 g, was added
dropwise to 7.8 g of dimethyl sulfoxide. The solution
was left to stand for 3 4 days at room temperature.
Colorless cubic crystals formed and were filtered off
REFERENCES
1. Basenko, S.V., Voronkov, M.G., and Gebel’, I.A., Izv.
Ross. Akad. Nauk, Ser. Khim., 2000, no. 2, pp. 361 364.
1070-3632/01/7102-0315$25.00 2001 MAIK Nauka/Interperiodica
Basenko
