Abstract

Abstract Molecular iodine in the system of thallium(III) trifluoroacetate-trifluoroacetic acid has been found to possess a high potency for aromatic iodination. Under controlled conditions, benzene and also mesitylene were stepby-step mono-, di-, and triiodinated, whereupon whole iodine was consumed for the iodination by the oxidation process of the thallium(III) salt. In the course of the iodination of benzene, an intermediate has been revealed to consist of thalliated benzenes, which were transformed into iodinated benzenes by the electrophilic attack of iodine.

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