Bridging of resorcin[4]arenes in the chair conformation to cavitands having two pairs of axial and equatorial substituents

O. Middel, Willem Verboom, A.J.R.L. Hulst, Huub Kooijman, Anthony L. Spek, David Reinhoudt

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Abstract

3-7 with bromochloromethane. According to X-ray analysis of cavitand 19 and 1-D and 2-D NMR spectroscopy for 18, the cavitands possess a stereochemistry with two adjacent aryl substituents in the axial position and the two others in the equatorial position. The starting methylresorcin-[4]arenes 3-7 were obtained exclusively in the chair conformation in 30-98% yield upon condensation of 2-methylresorcinol with aryl aldehydes.
Original languageUndefined
Pages (from-to)8259-8265
JournalJournal of organic chemistry
Volume63
Issue number63
DOIs
Publication statusPublished - 1998

Keywords

  • METIS-105977
  • IR-11066

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