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Cation recognition of thiacalix[2]thianthrene and p-tert-butylthiacalix[2]thianthrene and their conformers and complexes with Zn(II), Cd(II) and Hg(II): a theoretical investigation

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Abstract

The structures of thiacalix[2]thianthrene, p-tert-butylthiacalix[2]thianthrene and their complexes with Zn2+, Cd2+ and Hg2+ were obtained using B3LYP/LanL2DZ and HF/LanL2DZ calculations. The structures of the most stable conformers of thiacalix[2]thianthrene and p-tert-butylthiacalix[2]thianthrene optimized at either the B3LYP/LanL2DZ or HF/LanL2DZ level are in good agreement with their corresponding X-ray crystallographic structures. The binding energies of cations, Zn2+, Cd2+ and Hg2+ to thiacalix[2]thianthrene and to p-tert-butylthiacalix[2]thianthrene conformers, and the thermodynamic properties of their associations were obtained. The relative selectivities of both thiacalix[2]thianthrene and thiacalix[2]thianthrene conformer are in same order: Zn2+ >> Hg2+ > Cd2+.

B3LYP/LANL2DZ-optimized structures of p-tert-butylthiacalix[2]thianthrenecomplexes

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Acknowledgments

The financial support of the Faculty of Science, Chulalongkorn University to S.K. and O.S. is acknowledged. The Thailand Research Fund (TRF) and the National Nanotechnology Center (NANOTEC), National Science and Technology Development Agency, Thailand are gratefully acknowledged for partial support of our MMCCRG laboratory. We would like to thank Miss Raina Wanbayor for her help.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science and Center for Petroleum, Petrochemicals and Advanced Materials, Chulalongkorn University, Bangkok, 10330, Thailand

    Saowapak Kaenkaew, Ornchuree Sae-Khow & Vithaya Ruangpornvisuti

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  1. Saowapak Kaenkaew
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  2. Ornchuree Sae-Khow
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  3. Vithaya Ruangpornvisuti
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Correspondence to Vithaya Ruangpornvisuti.

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Kaenkaew, S., Sae-Khow, O. & Ruangpornvisuti, V. Cation recognition of thiacalix[2]thianthrene and p-tert-butylthiacalix[2]thianthrene and their conformers and complexes with Zn(II), Cd(II) and Hg(II): a theoretical investigation. J Mol Model 16, 243–253 (2010). https://doi.org/10.1007/s00894-009-0536-8

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  • DOI: https://doi.org/10.1007/s00894-009-0536-8

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