Synonyms:dioxolead;Lead Dioxide;
99.9% *data from raw suppliers
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N
O:Oxidizing agent;This research aimed to isolate exceptionally persistent nitrogen-centered free radicals, specifically N-arylthio-2,4,6-triphenylanilino radicals (2), which are oxygen-insensitive and can be isolated as pure radical crystals. These radicals are of interest due to their potential connection with organic ferromagnetic materials. The researchers generated thioaminyl radicals (2) by oxidizing N-arylthio-2,4,6-triphenylanilines (1) with lead dioxide (PbO2) in the presence of potassium carbonate (K2CO3). The resulting radicals were found to be remarkably stable, even in the presence of oxygen, and did not dimerize even at low temperatures. This exceptional persistence was attributed to electronic stabilization through conjugative delocalization of the unpaired electron and steric protection provided by the three phenyl groups on the anilino benzene ring. The isolation process involved a benzene solution of (1) being stirred with PbO2 and K2CO3, followed by filtration, solvent removal by freeze-drying, and crystallization from hexane. The structures of the radicals were confirmed through IR spectra and elemental analysis.
The purpose of the study was to investigate the applicability of the reaction for preparing nitroxyl radicals (NR) from 2H-imidazole 1,3-dioxides, which differ from 4H-imidazole 1,3-dioxides in the relative disposition of C=N bonds in the heterocyclic ring. The researchers aimed to synthesize NR of 3-imidazoline 3-oxide containing methoxy groups at the 5-position, opposite the radical center, to study the influence of alkoxy groups on the properties of NR. Key chemicals used in the process included 2H-imidazole 1,3-dioxides, lead dioxide as the oxidizing agent, and methanol as the solvent.
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