Hydrogen peroxide oxidation of various organic substrates can be achieved by the use of heteropoly acids (HPA) combined with cetypyridinium chloride (CPC) as catalyst. Tris (cetylpyridinum) 12-tungstophosphate (CWP), [π-C
5H
5N
+ (CH
2)
15CH
3]
3 (PW
12O
40)
3-, prepared from 12-tungstophosphate (WPA) and 3 equivalents of CPC, catalyzed the epoxidation of olefins and allylic alcohols in chloroform, and α, β-unsaturated carboxylic acids in water. sec-Alcohols and diols containing
sec-hydroxy groups were oxidatively dehydrogenated by CWP-H
2O
2 system in
t-butyl alcohol to give the corresponding ketones. Under the same conditions, α, ω-diols were converted to lactones in fair yields. This catalyst-oxidant system was also efficient for the oxidative cleavage of carbon-carbon bonds of
vic-diols and olefins. Peroxo-heteropoly acids, derived from HPA, CPC and H
2O
2, oxidized stoichiometrically or catalytically a wide varaiety of substrates in a similar manner as above.
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