REACTION OF DIVINYL TELLURIDE
2509
6. Zeni, G., Panatieri, R.B., Lissner, E., Menezes, P.H.,
Braga, A.L., and Stefani, H.A., Org. Lett., 2001, vol. 6,
p. 819.
7. Marino, J.P., McClure, M.S., Holub, D.P., Comas-
seto, J.V., and Tucci, F.C., J. Am. Chem. Soc., 2002,
vol. 124, p. 1664.
carbonate, and extracted with chloroform (3×5 ml).
The extract was dried over calcined K2CO3, the solvent
was distilled off under reduced pressure, and the
residue was dried in a vacuum; we thus isolated 0.11 g
of an orange oil.
The product mixture was dissolved in 1 ml of
acetone, and the solution was added to a solution
containing 0.03 g (0.3 mmol) of hydrogen peroxide.
The mixture was stirred for 1 h at room temperature on
a magnetic stirrer, 1 ml of aqueous potassium
carbonate was added to pH 8, the mixture was
extracted with chloroform (3×3 ml), and the extract
was dried over calcined K2CO3. The solvent was
distilled off under reduced pressure, and the residue
was dried in a vacuum. We thus isolated 0.105 g (71%)
of diphenyl(vinyl)phosphine oxide (IX) as colorless
8. Gusarova, N.K., Trofimov, B.A., Tatarinova, A.A.,
Potapov, V.A., Gusarov, A.V., Amosova, S.V., and
Voronkov, M.G., Zh. Org. Khim., 1989, vol. 25, no. 1,
p. 39.
9. Gusarova, N.K., Tatarinova, A.A., and Sinegovskaya, L.M.,
Sulfur Rep., 1991, vol. 11, p. 1.
10. Trofimov, B.A., Gusarova, N.K., Tatarinova, A.A.,
Amosova, S.V., Bzhezovskii, V.M., and Shcherba-
kov, V.V., Zh. Org. Khim., 1983, vol. 19, no. 2, p. 457.
11. Trofimov, B.A., Gusarova, N.K., Tatarinova, A.A.,
Amosova, S.V., Voronov, V.K., Sinegovskaya, L.M., and
Skorobogatova, V.I., USSR Inventor’s Certificate
no. 785317, 1979; Byull. Izobret., 1980, no. 45.
1
crystals with mp 116°C (from ethyl acetate). H NMR
spectrum (CDCl3), δ, ppm: 6.20–6.36 m (2H, =CH2),
12. Jesop, Ch.M., Parsons, A.F., Routledge, A., and Ir-
vine, D.J., Eur. J. Org. Chem. 2006, p. 1547; Par-
sons, A.F., Sharpe, D.J., and Taylor, Ph., Synlett, 2005,
p. 2981; Semenzin, D., Etemad-Moghadam, G., Al-
bouy, D., Diallo, O., and Koenig, M., J. Org. Chem.,
1997, vol. 62, p. 2414.
6.58–6.72 m (1H, CH=), 7.46 m (6H, Harom), 7.67 m
(4H,
24.00 ppm. The product was identical to an authentic
sample [18] in physical constants and spectral
parameters (1H and 31P NMR).
H
arom). 31P NMR spectrum (CDCl3): δP
13. Baccolini, G., Boga, C., and Mazzacurati, M., J. Org.
Chem., 2005, vol. 70, no. 12, p. 4774.
ACKNOWLEDGMENTS
14. NIST/EPA/NIH Spectral Library (NIST 05), Version
2.0d, CAS no. 2096.78.8.
15. Nishibayashi, Y., Komatsu, N., Ohe, K., and Uemura, S.,
This study was performed under financial support
by the Russian Foundation for Basic Research (project
no. 11-03-00286).
J. Chem. Soc., Perkin Trans. 1, 1993, p. 1133.
16. Davies, R.P., Martinelli, M.G., Wheatley, A.E.H.,
White, A.J.P., and Williams, D.J., Eur. J. Inorg. Chem.,
2003, vol. 15, p. 3409; Zeni, G., Ludtke, D.S., Pana-
tieri, R.B., and Braga, A.L., Chem. Rev., 2006, vol. 106,
p. 1032.
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RUSSIAN JOURNAL OF GENERAL CHEMISTRY Vol. 81 No. 12 2011