C4OB02393E.pdf (1.33 MB)
The first study about the relationship between the extractability of thiacalix[4]arene derivatives and the position of the coordination binding sites
journal contribution
posted on 2015-07-03, 08:58 authored by Jiang-Lin Zhao, Hirotsugu Tomiyasu, Xin-Long Ni, Xi Zeng, Mark ElsegoodMark Elsegood, Carl Redshaw, Shofiur Rahman, P.E. Georghiou, Simon J. Teat, Takehiko YamatoThree organic ionophores (2–4) based on the p-tert-butylthiacalix[4]arene backbone, blocked in the 1,3- alternate conformation, bearing two pyridyl coordinating moieties (ortho for 2, meta for 3 and para for 4),
have been synthesized and characterized in the solid state. The solvent extraction experiments with the metal ions showed that the ability of these derivatives to complex with Ag+ appeared to be largely dependent
on the position of the nitrogen atoms of the pyridyl ring. Two different complexation modes have been confirmed by 1H NMR titration, ionophore 2 armed with two pyridyl moieties, complexed with Ag+
cation through N⋯Ag+⋯S interactions; however, ionophore 3 and ionophore 4, complexed with Ag+ through metal–nitrogen (N⋯Ag+) interactions. The DFT computational studies were consistent with the
experimental findings. These findings will provide us an important rule to design an appropriate thiacalixarene ionophore in the future. Another study on the possibility for application of ionophores 2–4 for the
treatment of waste water containing Cr(VI) and Cr(III), showed that ionophore 3 was useful in the application of the solvent extraction method in selective treatment of waste water containing Cr(VI) and Cr(III)
prior to discharge.
Funding
We would like to thank the OTEC at Saga University and the International Cooperation Projects of Guizhou Province (no. 20137002. The Royal Society of Chemistry for financial support and the EPSRC for an overseas travel grant to C.R.
History
School
- Science
Department
- Chemistry
Published in
ORGANIC & BIOMOLECULAR CHEMISTRYVolume
13Issue
11Pages
3476 - 3483 (8)Citation
ZHAO, J-L. et al., 2015. The first study about the relationship between the extractability of thiacalix[4]arene derivatives and the position of the coordination binding sites. Organic & Bimolecular Chemistry, 13(11), pp. 3476 - 3483Publisher
© The Royal Society of ChemistryVersion
- AM (Accepted Manuscript)
Publisher statement
This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/Publication date
2015Notes
This paper was accepted for publication in the journal Organic & Bimolecular Chemistry and the definitive published version is available at http://dx.doi.org/10.1039/C4OB02393E.ISSN
1477-0520Publisher version
Language
- en