Journal of the Chemical Society. Perkin transactions II p. 795 - 798 (1988)
Update date:2022-08-04
Topics:
Shimomura, Osamu
Abe, Kazuhisa
Hirota, Minoru
The relative rate constants of the oxygen transfer reaction of 2-(substituted phenyl)-4,5-dihydro-4,4,5,5-tetramethylimidazol-1-oxyl 3-oxides with nitric acid have been measured by using liquid chromatography (h.p.l.c.).The Hammett ρ value (-0.37) indicates that electron-donating substituents favour the reaction.This can be explained by a mechanism which includes electron transfer to nitric oxide and can be rationalised by frontier orbital energies and electron densities on the nitroxyl oxygen calculated by semiempirical MNDO methods.
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