No Electron-Donating Substituent Effect on the Singlet Excited State Formation from the 5-(5-Aryl-2-pyrazinylamino)-1,2,4-trioxanes in Dimethyl Sulfoxide Triggered by Potassium t-Butoxide

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Abstract 5-(5-Phenyl-2-pyrazinylamino)-1,2,4-trioxane derivatives having a substituent on the 4 position of the phenyl group gave chemiluminescence in dimethyl sulfoxide by addition of potassium t-butoxide. No electron-donating substituent effect was observed on the yield of singlet excited state formation. This may be explained by the negative charge formed on the nitrogen atom next to the transient dioxetane moiety, which may produce singlet excited-state molecule by the intramolecular CIEEL mechanism.