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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

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Abstract

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.

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Acknowledgments

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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  1. Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX, 79409-1061, USA

    Yanfei Yang, Xiaodan Cao, Kazimierz Surowiec & Richard A. Bartsch

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  1. Yanfei Yang
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  2. Xiaodan Cao
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  3. Kazimierz Surowiec
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  4. Richard A. Bartsch
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Correspondence to Richard A. Bartsch.

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Yang, Y., Cao, X., Surowiec, K. et al. 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. J Incl Phenom Macrocycl Chem 78, 387–395 (2014). https://doi.org/10.1007/s10847-013-0309-y

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  • DOI: https://doi.org/10.1007/s10847-013-0309-y

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