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Title: Alkali metal cation complexation by 1,3-alternate, mono-ionisable calix[4]arene-benzocrown-6 compounds

Journal Article · · Supramolecular Chemistry
 [1];  [2];  [1];  [1]
  1. Texas Tech Univ., Lubbock, TX (United States)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
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Alkali metal cation extraction behavior for two series of 1,3-alternate, mono-ionizable calix[4]arene-benzocrown-6 compounds is examined. In Series 1, the proton-ionizable group is a substituent on the benzo group of the polyether ring that directs it away from the crown ether cavity. In Series 2, the proton-ionizable group is attached to one para position in the calixarene framework, thus positioning it over the crown ether ring. Competitive solvent extraction of alkali metal cations from aqueous solutions into chloroform shows high Cs+ efficiency and selectivity. Single-species extraction pH profiles of Cs+ for Series 1 and 2 ligands with the same proton-ionizable group are very similar. Thus, association of Cs+ with the calixcrown ring is more important than the the proton-ionizable group’s position in relation to the crown ether cavity. Solid-state structures are presented for two unionized ligands from Series 2, as is a crystal containing two different ionized ligand–Cs+ complexes.

Research Organization:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
Sponsoring Organization:
USDOE Office of Environmental Management (EM)
Grant/Contract Number:
AC05-00OR22725
OSTI ID:
1213310
Journal Information:
Supramolecular Chemistry, Vol. 27, Issue 1-2; ISSN 1061-0278
Publisher:
Taylor & FrancisCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 1 work
Citation information provided by
Web of Science

References (6)

Comparison of upper and lower rim-functionalized, di-ionizable calix[4]arene-crown-6 structural isomers in divalent metal ion extraction journal October 2012
New proton-ionizable, cesium-selective calix[4]arene-bis(crown-6-ethers) with markedly enhanced extraction efficiency journal October 2000
Bifunctional Recognition: Simultaneous Transport of Cations and Anions through a Supported Liquid Membrane journal June 1995
Mono-ionizable calix[4]arene-benzocrown-6 ligands in 1,3-alternate conformations: synthesis, structure and silver(I) extraction journal September 2009
Calixarenes in spherical metal ion recognition book May 2000
Applicability of a Calixarene-Crown Compound for the Removal of Cesium from Alkaline Tank Waste journal January 1997

Linked Research (2)

Figures / Tables (10)

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
crown ether
calixcrown ligand
alkali metal cation extraction
caesium-selective extractant