Proton-ionizable crown compounds. 11. Synthesis of macrocyclic ligands containing two sulfonamide groups and chloro substituents or pyridine subcyclic units and a preliminary study of cation transport by three of these ligands |
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Authors: | Jan F. Biernat Maria Bochenska Jerald S. Bradshaw Hiroyuki Koyama Gypzy Lindh John D. Lamb James J. Christensen Reed M. Izatt |
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Affiliation: | (1) Institute of Inorganic Chemistry and Technology, Polytechnical University, 80-952 Gdansk, Poland;(2) Department of Chemistry and Chemical Engineering, Brigham Young Universiry, 84602 Provo, UT, USA |
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Abstract: | Five new macrocyclic ligands each containing two sulfonamide groups have been prepared. Three of these compounds contain one or two chloro substituents and the other two have one or two pyridine subcyclic units. A seventeen-membered ring ligand (4) was found to be an excellent transport agent for all alkali metal cations in a water-methylene chloride-water bulk liquid membrane system when the pH of the source phase was 13 or higher. The chlorine-substituted analog (5) was a poor transport agent for the alkali metal cations possibly because the chlorine atom blocked entry to the macrocycle cavity. An open-chain analog containing two sulfonamide groups was particularly effective in transporting cesium ions. |
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Keywords: | Macrocyclic compounds proton-ionizable crown compounds alkali metal cation transport |
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