Preparative Oxidation of Organic Compounds in Microemulsions with Singlet Oxygen Generated Chemically by the Sodium Molybdate/Hydrogen Peroxide System1
A reverse (water in oil) microemulsion has been designed to oxidize hydrophobic organic substrates with singlet oxygen (1O2, 1Δg) generated from the disproportionation of hydrogen peroxide catalyzed by molybdate ions. The microemulsion was prepared by mixing methylene chloride, sodium dodecylsulfate...
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| Published in | Journal of the American Chemical Society Vol. 119; no. 23; pp. 5286 - 5294 |
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| Main Authors | , |
| Format | Journal Article |
| Language | English |
| Published |
American Chemical Society
11.06.1997
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| Online Access | Get full text |
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| Summary: | A reverse (water in oil) microemulsion has been designed to oxidize hydrophobic organic substrates with singlet oxygen (1O2, 1Δg) 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. Flash photolysis studies have shown that in such media singlet oxygen exhibits a similar kinetic behavior that under homogeneous conditions (τΔ ≈ 42 μs). Various typical organic substrates have been oxidized on the preparative scale with this chemically generated singlet oxygen, and the expected oxidation products have been isolated in high yields. |
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| Bibliography: | Abstract published in Advance ACS Abstracts, May 15, 1997. ark:/67375/TPS-Z7V8H5LB-Z istex:5A2E95833F61E1AA860C03581AEE246AE840294B |
| ISSN: | 0002-7863 1520-5126 |
| DOI: | 10.1021/ja9644079 |