Lariat ethers with a novel proton-ionizable group. Synthesis and solvent extraction of alkali metal cations

Abstract

Novel lariat ethers with pendent N-alkyl- and N-aryl-sulfonyl carbamoyl groups are synthesized in two steps from sym-(decyl)dibenzo-16-crown-5-oxyacetic acid; for competitive solvent extraction of alkali metal cations from aqueous solutions into chloroform by these proton-ionizable lariat ethers with ‘tunable’ acidity, the selectivity order is Na⁺>>K⁺ with no detectable extraction of Li⁺, Rb⁺ or Cs⁺.

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