Extraction selectivities of lower rim substituted calix[4]arene hosts induced by variations in the upper rim substituents |
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Authors: | Alex T Yordanov D Max Roundhill Joel T Mague |
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Institution: | a Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409-1061, USA b Department of Chemistry, Tulane University, New Orleans, LA 70118, USA |
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Abstract: | The compound 25,26,27,28-tetra-(2-dimethyldithiocarbamoylethoxy)calix4]arene has been prepared from 25,26,27,28-tetra-(2-bromoethoxy)calix4]arene by reaction with sodium dimethyldithiocarbamate. As an extractant for heavy metal ions 25,26,27,28-tetra-(2-dimethyldithiocarbamoylethoxy)calix4]arene is effective for Hg2+, Ag+, Pd2+ and Au3+, but much less effective than 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra-(2-N,N-dimethyldithiocarbamoylethoxy)calix4]arene for both Hg22+ and MeHg+. Calixarene alcohols also show selectivity as hosts. The alcohol derivative 25,26,27,28-tetra-(2-hydroxyethoxy)calix4]arene undergoes slow occlusion of iodine into the lower rim, whereas with the alcohol 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra-(2-hydroxyethoxy)calix4]arene no interaction is observed. |
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Keywords: | Extraction Heavy metals Calix[4]arene complexes Iodine |
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