51219-93-3Relevant academic research and scientific papers
Hydroxylamines as oxidation catalysts: Thermochemical and kinetic studies
Amorati, Riccardo,Lucarini, Marco,Mugnaini, Veronica,Pedulli, Gian Franco,Minisci, Franceso,Recupero, Francesco,Fontana, Francesca,Astolfi, Paola,Greci, Lucedio
, p. 1747 - 1754 (2003)
Bond dissociation enthalpies (BDE) of hydroxylamines containing alkyl, aryl, vinyl, and carbonyl substituents at the nitrogen atom have been determined by using the EPR radical equilibration technique in order to study the effect of the substituents on th
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.
