A modular approach to potential synthetic receptors with large surfaces based on crown[n]cavitands

Irene Higler, Harold Boerrigter, Willem Verboom, Huub Kooijman, Anthony L. Spek, David N. Reinhoudt

Research output: Contribution to journalArticleAcademicpeer-review

20 Citations (Scopus)

Abstract

Crown[n]cavitands were synthesized by alkylation of tetrahydroxycavitands with polyethyleneglycol ditosylates. The bridging of two hydroxy groups at adjacent aromatic rings by a pentaethyleneglycol unit is favored over the bridging of two hydroxy groups at opposite aromatic rings. The presence of a sodium base enhances the formation of the 1,2-crown[n]cavitand and improves the yield. The combination of 1,2-crown[6]cavitands with calix[4]arenes or resorcin[4]arenes resulted in potential receptor molecules with large hydrophobic surfaces.
Original languageEnglish
Pages (from-to)1597-1607
JournalEuropean journal of organic chemistry
Volume1998
Issue number8
DOIs
Publication statusPublished - 1998

Keywords

  • Modular approach
  • Crown compounds
  • Building blocks
  • Cavitands
  • Calix[4]arenes

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