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Adamantane, the Building Block in the Construction of Macrocyclic Systems

Croatian Society of Chemical Engineers; [email protected]
Publication Date
  • Adamantanski Krunasti Eteri
  • Azakrunasti Eteri
  • Krunasti Tiaeteri
  • Politialaktoni
  • Adamantane


Part of our investigation was directed to the synthesis of novel macrocyclic polyethers, which contain polycyclic cage molecule, incorporated into the macrocyclic framework or attached as a side chain. We have prepared a series of adamantane-functionalized oxa-, aza- and thia-crown ethers, and studied their complexation abilities by alkali or transition metal picrate extraction experiments or by electrospray ionization mass spectrometry. In the homogeneous methanol/chloroform solutions as well as, in the extractions of metals from aqueous solution by macrocycles in chloroform, it was found that the type of heteroatom (O, N, S) and presence the adamantanesubstituents, influence the metal selectivity as well as the overall lipophilicity of the macrocyclic ligand.

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