Calix[4]arenes bridged with two different crown ether loops: Influence of crown size on metal ion recognition

Jong Seung Kim, Won Ku Lee, Wonbo Sim, Jong Won Ko, Moon Hwan Cho, Do Young Ra, Jong Wan Kim

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

A series of calix[4]arene-bis-crown ethers were synthesized in a fixed 1,3-alternate conformation with good yields by the reaction of a monocyclic calixcrown ether with multiethyleneglycol di-p-toluenesulfonate in the presence of cesium carbonate. In the preparation of the monocyclic calixcrown ethers (1 and 2), the use of potassium carbonate as a base provided the best yield regardless of the template concept. In two phase extraction and competitive transport experiments for ligand-metal complexation, calix[4]arene biscrown (5) provided the best selectivity for potassium ion. When a calixbiscrown ether (4) bearing different sized crown ether loops coordinates to K+ and Cs+, respectively, the changes of peak splitting patterns and chemical shift on 1H NMR spectra are dependent on the complexed metal ion species.

Original languageEnglish
Pages (from-to)359-370
Number of pages12
JournalJournal of Inclusion Phenomena
Volume37
Issue number1-4
Publication statusPublished - 2000 May
Externally publishedYes

Keywords

  • Alkali cation
  • Calixarene
  • Calixarene biscrown
  • Complexation
  • Crown ether
  • Solvent extraction
  • Synthesis

ASJC Scopus subject areas

  • Food Science
  • Chemistry(all)
  • Condensed Matter Physics

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    Kim, J. S., Lee, W. K., Sim, W., Ko, J. W., Cho, M. H., Ra, D. Y., & Kim, J. W. (2000). Calix[4]arenes bridged with two different crown ether loops: Influence of crown size on metal ion recognition. Journal of Inclusion Phenomena, 37(1-4), 359-370.