CATALYTIC OXIDATION OF TRIPHENYLPHOSPHINE
Similar oxidative properties was reported by
649
REFERENCES
Saegura et al. [9], who under the similar conditions
prepared cyclohexyl isocyanate from the correspond-
ing isocyanide (130 C, 16 h, 20%) and triethyl phos-
phate from triethyl phosphite (80%). Poh et al. [10]
oxidized a series of tertiary phosphines, using super-
critical nitrogen(I) oxide (60 100 C, 100 140 atm)
both as a reagent and as a solvent. Since with styrene
instead of PPh3 we found no oxygenated products, a
conclusion was drawn that the basicity and (or) nucleo-
philicity of PPh3 plays a noticeable role in the stage
of oxo transfer from metal complex to substrate.
Analogous dependence was, for example, was noted
by Reynolds et al. 11] in their kinetic study on the
reduction of Mo(O)2(S2CNEt2) in the series of tertiary
phosphines EtnPHn 3P, where in going from n = 0 to
n = 3 the reaction rate constant changed 7 times [9].
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ACKNOWLEDGMENTS
10. Poh, S., Hernandez, R., Inagaki, M., and Jessop, P.G.,
The work was financially supported by the Russian
Foundation for Basic Research (project no. 99-03-33-
055a).
Org. Lett., 1999, vol. 1, no. 4, p. 583.
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RUSSIAN JOURNAL OF GENERAL CHEMISTRY Vol. 71 No. 4 2001