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    Design and synthesis of new chiral calix[4]arenes as liquid phase extraction agents for alpha-amino acid methylesters and chiral alpha-amines
    (SPRINGER, 2005) Tabakci, M; Tabakci, B; Yilmaz, M
    The article describes the synthesis and extraction properties of new (S)(-)-1-phenylethylamine substituted p-tert-butylcalix[4]arene/calix[4]arene. These compounds have been synthesized via nucleophilic substitution reactions involving 5,11,17,2 3-tetra-tert-butyl-25,26,27,28-tetra(2-hydroxyethoxy)calix[4]arene (4a), or 5,11,17,23-tetra-H-25,26,27,28-tetra(2-hydroxyethoxy)calix[4]arene (4b) with (S)(-)-1-phenylethylamine in dry THF. The extraction properties of ligands 5a and 5b towards the some selected alpha-amino acid methylesters and chiral alpha-amines are also reported. It has been observed that receptor 5a was an excellent ionophore for alpha-amino acid methylesters/alpha-amines and good extractant than 5b. However, both of the ligands did not display any selectivity towards the configurations of this species.
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    Synthesis and binding properties of two polymeric thiacalix[4]arenes
    (ELSEVIER SCIENCE BV, 2006) Tabakci, B; Beduk, AD; Tabakci, M; Yilmaz, M
    Two new polymeric thiacalix[4]arenes were synthesized by the reaction of 5,11,17,23-tetra-tert-butyl-25,27-bis[(4-aminobenzyloxy)-26,28-dihydroxy]thiacalix[4]-arene 3 with terephthaloyl dichloride and 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxy-thiacalix[4]arene 1 with chloromethylated polystyrene (Merrifield's resin). Complexation studies were made by using liquid-liquid and solid-liquid extraction procedures. It was found that the soluble polymeric thiacalix[4]arene derived from terephthaloyl dichloride is better at removing alkali (Li+, Na+, K+, and Cs+) and heavy metal (Cu2+, Cd2+, Hg2+, Pb2+, Co2+ and Ni2+) cations than the precursor thiacalix[4]arenes. Both the soluble polymer and the cross-linked polymer derived from Merrifield's resin are more efficient at removing transition metals from solution than the precursor thiacalix[4]arene. (c) 2005 Elsevier B.V. All rights reserved.