How does the presence of an electron-donating group (e.g., methoxy) affect the reaction of arylamines with SeO₂?

Label:chem

Topic
The study extended the reaction to o-anisidine, which has an electron-donating methoxy group in the ortho position relative to the NH₂ group. The presence of such groups can influence the reaction pathway and the products formed.

From: "Competing electrophilic substitution and oxidative polymerization of arylamines with selenium dioxide", Beilstein J. Org. Chem. 2024, 20, 1221–1235.
Answer
The presence of an electron-donating methoxy group in o-anisidine led to significant oxidative polymerization, resulting in the formation of polymer 2. The UV–vis and FTIR spectra of polymer 2 were consistent with the emeraldine free base, indicating that the electron-donating group enhanced the oxidative polymerization pathway.
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