An approach to the synthesis of chemically modified bisazocalix[4] arenes and their extraction properties

Tilki T., Sener I., Karci F., Gulce A., Deligoz H.

TETRAHEDRON, vol.61, no.40, pp.9624-9629, 2005 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 61 Issue: 40
  • Publication Date: 2005
  • Doi Number: 10.1016/j.tet.2005.07.078
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.9624-9629


Bisazocalix[4]arenes [N,N'-bis(5-azo-25,26,27-tribenzoyloxy-28-hydroxycalix[4]arene)benzene (1), N,N'-bis(5-azo-25,26,27-tribenzoyloxy-28-hydroxycalix [4] arene)biphenyl (2) and N,N'-bis(5-azo-25,26,27-tribenzoyloxy-28-hydroxycalix[4]arene)-2,2'-dinitro biphenyl (3)] have been synthesized from 25,26,27-tribenzoyloxy-28-hydroxycalix [4] arene by diazocoupling with the corresponding aromatic diamines (p-phenylenediamine, 4,4'-diamino biphenyl and 4,4'-diamino-2,2'-dinitrobiphenyl). Extraction studies of bisazocalix[4]arenes 1, 2, and 3 show no difference in their extraction behavior and selectivity, whereas azocalix[4]arenes are a poor extractant for heavy metal cations. The absorption spectra of the prepared bisazocalix[4]arenes are discussed, both the effect of varying pH and solvent upon the absorption ability of bisazocalix[4]arenes. (c) 2005 Elsevier Ltd. All rights reserved.