Metal ion extraction by cone p-tert-butylcalix[4]arene-1,3-crown-5 with two N-(X)sulfonyl carbamoylmethoxy side arms and -1,3-monothiacrown-5 analogues

  • Yanfei Yang
  • Xiaodan Cao
  • Kazimierz Surowiec
  • Richard A. Bartsch
Original Article


Four cone p-tert-butylcalix[4]arene-1,3-monothiacrown-5 ligands each with two N-(X)sulfonyl carbamoylmethoxy side arms are synthesized for comparison with analogs having only oxygen heteroatoms in the crown ether ring. Solvent extractions of hard alkali metal and alkaline earth metal cations, intermediate Pb2+, and soft Hg2+ from aqueous solutions into chloroform by these ligands are utilized to probe the effects of sulfur replacement in the crown ether ring on metal ion complexation.


Calix[4]arenes Crown compounds Metal ion extraction Thiacrown ether Ionic recognition 



We thank the Division of Chemical Sciences, Geosciences of the Office of Basic Energy Sciences of the U.S. Department of Energy (Grant DE-FG02-90ER14416) for support of this research. We acknowledge NSF CRIF MU grant CHE-1048533 for an NMR spectrometer.


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Copyright information

© Springer Science+Business Media Dordrecht 2013

Authors and Affiliations

  • Yanfei Yang
    • 1
  • Xiaodan Cao
    • 1
  • Kazimierz Surowiec
    • 1
  • Richard A. Bartsch
    • 1
  1. 1.Department of Chemistry and BiochemistryTexas Tech UniversityLubbockUSA

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