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EPR studies on H-abstractions/spin-trapping reactions of new 'magic blue' reagents with alcohols

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image of Research on Chemical Intermediates

The H-abstractions/spin-trapping reactions with primary, secondary and tertiary alcohols of new 'magic blue' reagents, namely, the blue F113 (CClF2CCl2F) solution containing bis{perfluoro[1-(2-fluorosulfonyl)ethoxy]ethyl} nitroxide (2) and perfluoro[1-nitroso-1-(2-fluorosulfonyl)ethoxy]ethane (3) both generated in the reaction of perfluoro[2-(2-fluorosulfonyl)ethoxy]propionyl peroxide (1) with sodium nitrite in F113 at room temperature, were studied by EPR. Based on the interpretation of the EPR spectra of the spin adducts, nitroxides, the region-selectivity of H-abstraction has been disclosed and the possible mechanistic paths of H-abstraction have also been discussed. EPR of H-abstraction by using 'magic blue' reagents can also be used for producing various hydroxyalkyl radicals from common alcohols.


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