Jm. Aubry et S. Bouttemy, PREPARATIVE OXIDATION OF ORGANIC-COMPOUNDS IN MICROEMULSIONS WITH SINGLET OXYGEN GENERATED CHEMICALLY BY THE SODIUM MOLYBDATE HYDROGEN-PEROXIDE SYSTEM, Journal of the American Chemical Society, 119(23), 1997, pp. 5286-5294
A reverse (water in oil) microemulsion has been designed to oxidize hy
drophobic organic substrates with singlet oxygen (O-1(2), (1) Delta(g)
) generated from the disproportionation of hydrogen peroxide catalyzed
by molybdate ions. The microemulsion was prepared by mixing methylene
chloride, sodium dodecylsulfate, n-butanol, and aqueous molybdate. Fl
ash photolysis studies have shown that in such media singlet oxygen ex
hibits a similar kinetic behavior that under homogeneous conditions (t
au(Delta) approximate to 42 mu s). Various typical organic substrates
have been oxidized on the preparative scale with this chemically gener
ated singlet oxygen, and the expected oxidation products have been iso
lated in high yields.