Trifluoromethanesulfonic Acid-Catalyzed Synthesis of Resorcinarenes: Cyclocondensation of 2-Bromoresorcinol with Aldehydes

Abstract

The resorcin[4]arenes bearing bromine substituents on their extraannular positions were directly prepared from 2-bromo­resorcinol with aldehydes by trifluoromethanesulfonic

acid-catalyzed cyclocondensation. In each case, a single stereoisomer was isolated. The main factors for the determination of the products are the reversibility of the C-C bond formation and the difference in the solubility of the isomers.

Key words

condensation - cyclophanes - resorcin[4]arene - supra­molecular chemistry - trifluoromethanesulfonic acid

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