1972) showed that substituted oxazoles could accept an electron into the pi-system and form stable anion pi-radicals if the oxazole ring is 2,5-substituted by aromatic rings.
Indications of chemi-adsorption were not observed for the oxazoles on mercury or platinum.
A series of polarographic and cyclic voltammetric experiments scanning the oxazoles in progressively higher hydroquinone (HQ) concentrations was conducted.
2] times faster than 2-NNO, showing that the smaller pi-radical is significantly more reactive than other oxazoles in the structurally related series.
The data presented herein lead to several interesting conclusions concerning the electrochemistry of fused ring oxazoles.
Protonation of the anion radicals of 2, 5-substituted oxazoles and oxadiazoles with hydroquinone in N, N-dimethylformamide.
Another significant observation is that substitution at the 2-position on the oxazole ring exhibits a considerable effect on pi-anion formation energy and reactivity toward the proton donor hydroquinone (Table 1).