6533b858fe1ef96bd12b620f
RESEARCH PRODUCT
One electron transfer chain decomposition of trifluoroacetone diperoxide: The first 1,2,4,5-tetroxane with O-transfer capability
Rossella MelloMaría Elena González-núñezJ. Alberto MarcoWaldemar AdamRuggero CurciGregorio Asensiosubject
Reaction mechanismOrganic peroxideTrifluoromethylChemistryOrganic ChemistryPhotochemistryBiochemistryPeroxideCatalysischemistry.chemical_compoundElectron transferYield (chemistry)Drug DiscoveryOrganic chemistryHydrogen peroxidedescription
Abstract Reaction of 1,1,1-trifluoropropanone (trifluoroacetone) ( 1a ) with 30% hydrogen peroxide in the presence of conc. sulfuric acid afforded in good yield 3,6-bis(trifluoromethyl)-3,6-dimethyl-1,2,4,5-tetroxane or trifluoroacetone diperoxide ( 2a ). Peroxide 2a is quantitatively converted into trifluoroacetone ( 1a ) and dioxygen by a catalytic amount of tetrabutylammonium iodide through a reductive electron transfer chain reaction carried out by the superoxide ion. Trifluoroacetone diperoxide ( 2a ) is capable of O-atom transfer to alkenes and sulfides.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1992-09-01 | Tetrahedron Letters |