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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
 
 
 
 

Reactivity of Triarylphosphine Peroxyl Radical Cations Generated through the Reaction of Triarylphosphine Radical Cations with Oxygen.

One-electron oxidation of triarylphosphines (Ar(3)P, Ar = phenyl and substituted phenyl) in benzonitrile (PhCN) has been studied using pulse radiolysis technique. One-electron oxidation of Ar(3)P occurred to yield the radical cation (Ar(3)P(*)(+)) which showed an intense absorption with a peak at 360-370 nm together with a broad band at 500-600 nm. The addition of molecular oxygen (O(2)) to the phosphorus atom of Ar(3)P(*)(+) took place at the second-order rate constant of 10(7)-10(9) dm(3) mol(-)(1) s(-)(1) to yield the peroxyl triarylphosphinyl radical cation (Ar(3)P(+)OO(*)). It is found that the electron-releasing substituents on the para position of the phenyl ring of Ar(3)P influence the rate constants of the reaction of Ar(3)P(*)(+) with O(2) and that o-methyl substituents on the phenyl ring influence the reactivity of Ar(3)P(+)OO(*).[1]

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