Functionalized thiacalix- and calix[4]arene-based Ag+ ionophores: synthesis and comparative NMR study

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Abstract

Thiacalix[4]arene ionophores comprised of cyclic or linear O,S,N ligating and/or π-coordinate groups on the lower rim were synthesized and their Ag+ binding was studied by 1H NMR methods in comparison with the respective known and novel calix[4]arene counterparts. Calix[4](O,S,N)crowns were found stronger binders than the π-coordinate molecules and thiacalixarene ionophores were generally superior to calixarenes. This study helped to develop silver ion-selective electrodes working in the subnanomolar region.

Original languageEnglish
Pages (from-to)10215-10222
Number of pages8
JournalTetrahedron
Volume62
Issue number43
DOIs
Publication statusPublished - Oct 23 2006

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Keywords

  • Ag complexation
  • Calix[4]arenes
  • Calix[4]crowns
  • NMR
  • Thiacalix[4]arenes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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