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Synthesis 2002(6): 0761-0765
DOI: 10.1055/s-2002-25765
DOI: 10.1055/s-2002-25765
PAPER
© Georg Thieme Verlag Stuttgart · New York
Trifluoromethanesulfonic Acid-Catalyzed Synthesis of Resorcinarenes: Cyclocondensation of 2-Bromoresorcinol with Aldehydes
Further Information
Received
28 August 2001
Publication Date:
26 April 2002 (online)
Publication History
Publication Date:
26 April 2002 (online)
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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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