New 5,17-(di-ionizable)-25,26,27,28-tetraalkoxycalix[4]arene ligands: Synthesis and selected divalent metal ion extractions

Pillhun Son, Gaurav Arora, Jennifer D. Crawford, Eun Kyung Lee, Louisa J. Hope-Weeks, Kazimierz Surowiec, Richard A. Bartsch

Research output: Contribution to journalArticlepeer-review

Abstract

Four new series of 5,17-(di-ionizable)-25,26,26,28-tetraalkoxycalix[4]arene ligands are prepared. The ionizable groups are carboxylic acid and N-(Z)sulfonyl formamide functions with Z =-Me,-Ph,-C6H4-4-NO2, and-CF3. When the four alkoxy groups are methoxy, the ligand conformation is flexible. With four butoxy groups, the ligands are locked in cone, partial-cone, or 1,3-alternate conformations. Complexation abilities of the new ligands are evaluated in solvent extractions of selected divalent metal ions from aqueous solutions into chloroform. Both the conformation of the calix[4]arene unit and identity of the acidic group are found to influence the divalent metal ion extraction selectivity and efficiency.

Original languageEnglish
Pages (from-to)451-464
Number of pages14
JournalJournal of Inclusion Phenomena and Macrocyclic Chemistry
Volume81
Issue number3-4
DOIs
StatePublished - Apr 1 2015

Keywords

  • Calix[4]arene ligands
  • Crown compounds
  • Ionic recognition
  • Metal ion extraction

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