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Title: The first study about the relationship between the extractability of thiacalix[4]arene derivatives and the position of the coordination binding sites
Authors: Zhao, Jiang-Lin
Tomiyasu, Hirotsugu
Ni, Xin-Long
Zeng, Xi
Elsegood, Mark R.J.
Redshaw, Carl
Rahman, Shofiur
Georghiou, P.E.
Teat, Simon J.
Yamato, Takehiko
Issue Date: 2015
Publisher: © The Royal Society of Chemistry
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 - 3483
Abstract: Three 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.
Description: 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.
Sponsor: 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.
Version: Accepted for publication
DOI: 10.1039/C4OB02393E
URI: https://dspace.lboro.ac.uk/2134/18137
Publisher Link: http://dx.doi.org/10.1039/C4OB02393E
ISSN: 1477-0520
Appears in Collections:Published Articles (Chemistry)

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