Calix[4]arenes Bridged with Two Different Crown Ether Loops: Influence of Crown Size on Metal Ion Recognition |
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| Authors: | Jong Seung Kim Won Ku Lee Wonbo Sim Jong Won Ko Moon Hwan Cho Do Young Ra Jong Wan Kim |
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| Affiliation: | (1) Department of Chemistry, Konyang University, Nonsan, 320-711, Korea;(2) Department of Chemistry, Kangwon National University, Chuncheon, 200-701, Korea;(3) Korea Ginseng & Tobacco Research Institute, Taejon, 305-345, Korea;(4) Department of Clinical Pathology, College of Medicine, Dankook University, Cheonan, 330-714, Korea |
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| Abstract: | A series of calix[4]arene-bis-crownethers were synthesized in a fixed 1,3-alternateconformation with good yields by the reaction of amonocyclic calixcrown ether with multi-ethyleneglycoldi-p-toluenesulfonate in the presence of cesiumcarbonate. In the preparation of the monocycliccalixcrown ethers (1 and 2), the use ofpotassium carbonate as a base provided the best yieldregardless of the template concept. In two phaseextraction and competitive transport experiments forligand-metal complexation, calix[4]arene biscrown(5) provided the best selectivity for potassiumion. When a calixbiscrown ether (4) bearingdifferent sized crown ether loops coordinates to K+and Cs+, respectively, the changes of peak splittingpatterns and chemical shift on 1H NMR spectra aredependent on the complexed metal ion species. |
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| Keywords: | synthesis solvent extraction alkali cation crown ether calixarene calixarene biscrown complexation |
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