Chem. J. Chinese Universities ›› 2004, Vol. 25 ›› Issue (10): 1836.

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Synthesis and Extracting Abilities of Calix[4]resorcinarene-based Schiff Base Derivatives

GE Yun, YAN Chao-Guo   

  1. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China
  • Received:2004-01-09 Online:2004-10-24 Published:2004-10-24

Abstract: Two noval calix[4]resorcinarene-based Schiff bases, 4a and 4b, which contain eight or twelve long salicylideneimine chains were easily synthesized by treating the corresponding calix[4]resorcinarenes bearing amine chains with different lengths, 3a and 3b, and salicylaldehyde in alcohol. These two amides, 3a and 3b, were obtained in a high yield by treating activated ethoxycarbonylmethoxy substituted derivatives 2a and 2b with excess 1,6-hexanediamine. All the organic compounds were characterized by IR and 1H NMR spectroscopy. It was found that the functional salicylideneimine arms appended to the peripheries of calix[4]resorcinarenes can fine-adjust the size and shape of the cavity upon complexation with metal ions, which significantly enhances the cation extractability.

Key words: Calix[4]resorcinarene, Schiff base, Metal ions, Synthesis, Extraction

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