Transacylations between various aromatic ketones and arenes catalyzed by aluminum chloride and other Lewis and protonic acids at 100 °C are described. The presence of two substituents ortho to the acyl function in the ketone and sufficient nucleophilic character in the arene as exemplified by a benzene ring having at least two methyl groups are required for the transfer of the acyl group. The catalyst concentration and the temperature are important factors ih determining the extent of transacylation vs. competing reactions that produce diarylethenes and triarylethanes from substituted acetophenones. Possible mechanisms for the reactions are proposed.
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