134736-50-8Relevant articles and documents
Reactions of an indolinonic nitroxide with superoxide radical anion in the presence of alkylhalides. Unexpected formation of a reduced transposed product
Carloni, Patricia,Vianelli, Roberto,Greci, Lucedio
, p. 459 - 464 (2007/10/03)
This study concerns the reactions of 2-methyl-2-phenyl-3-phenylimino-2,3-dihydroindol-1-oxyl and 2,2,6,6-tetramethylpiperidine-1-oxyl with alkylperoxyls, generated from potassium superoxide and a series of alkylhalides, in order to evaluate possible differences in reactivity with primary, secondary and tertiary alkylperoxyls. To better understand the reactivity of the studied indolinonic aminoxyl in alkaline medium, the investigation was extended to its reactions with potassium hydroxide and potassium tert-butoxide in different solvents.
Electron-Transfer Reactions. Oxidation of Grignard Reagents in the Presence of an Aminoxyl as a Radical-Trapping Agent
Carloni, Patricia,Greci, Lucedio,Stipa, Pierluigi,Eberson, Lennart
, p. 4733 - 4737 (2007/10/02)
The indole bisnitrone 1 (E1/2red = -0.125 V vs NHE in DMF) reacts with a series of Grignard reagents (RMgX) including primary, secondary, and tertiary alkyls and benzyl and phenyl derivatives, which show different Eox, by single electron transfer to form C-centered radicals corresponding to the Grignard used.The radicals produced in the reaction were trapped by the (arylimino)indolinone nitroxide 5 to form the alkylated hydroxylamines 6.When the reaction is carried out with a "cyclizing Grignard" such as 5-hexenylmagnesium bromide, the uncyclized (5-hexen-1-yl) 6g and cyclized (methylcyclopentyl) 6h alkylated hydroxylamines are both isolated.In all cases, the Marcus theory treatment predicts high electron-transfer rate constants.