Abstract

Perylene is oxidized to its monopositive ion when chemisorbed on silica-alumina or fluorided γ-alumina in the absence of air. The radical ion has been detected and identified by both its electron spin resonance spectrum and its electronic spectrum. The oxidizing properties of these catalysts prove to be connected with their highly acidic nature. Evidence is presented that Lewis sites are the oxidizing centers. In particular, selective poisoning with sodium ions of the Brönsted sites of silicaalumina, which drastically reduces the activity for cumene cracking, has but little effect on the perylene-oxidizing properties. The oxidation of perylene apparently occurs on the same centers as the oxidation of triphenylmethane to triphenylcarbonium ion. Some reactions which possibly involve aromatic radical ions are briefly discussed.

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