Lariat ether carboxylic acids, O-benzylhydroxamates and hydroxamic acids with fluorinated substituents: Synthesis, metal ion complexation and solubility in supercritical carbon dioxide

Sadik Elshani, Hongshan Du, Kenneth E. Laintz, Nicholas R. Natale, Chien M. Wai, Nazar S.A. Elkarim, Richard A. Bartsch

Research output: Contribution to journalArticlepeer-review

Abstract

A series of lariat ether carboxylic acids, O-benzylhydroxamates, and hydroxamic acids with fluorine-containing substituents is prepared. In general, the presence of fluorine-containing substituents is found to increase the solubility of the lariat ethers in supercritical carbon dioxide. Efficiencies of the fluorine-containing lariat ether carboxylic and hydroxamic acids are compared with those for nonfluorinated analogs in solvent extraction of lanthanide ions from aqueous solutions into chloroform. Responses of the fluorine-containing lariat ether O-benzylhydroxamates towards alkali metal cations in solvent polymeric membrane electrodes are compared with those analogous non-fluorinated compounds. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)4651-4657
Number of pages7
JournalTetrahedron
Volume56
Issue number27
DOIs
StatePublished - Jun 30 2000

Keywords

  • Complexation
  • Crown ethers
  • Solvents and solvent effects
  • Substituent effects

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