Tetrahedron p. 10301 - 10312 (1996)
Update date:2022-08-25
Topics:
Barton, Derek H. R.
Chabot, Beatrice M.
Hu, Bin
The photolysis of Barton PTOC esters (radical reaction) in presence of Tempo produces alkyl-Tempo in very good yield. Good results are also obtained with Fe(II)-H2O2 system (pyridine, Picolinic Acid, hydrocarbon). In this case the Fe(II)-Fe(IV) manifold is responsible for the formation of the adduct. Using Fe(III)-H2O2, Tempo adduct is formed at the same rate as the oxidation products. Mechanistic studies suggest the oxidation of Tempo by the Fe(V) to give an oxoammonium salt and an Fe(IV) species.
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Doi:10.1039/c9gc01331h
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(1998)
