University of Hull logo

The first study about the relationship between the extractability of thiacalix[4]arene derivatives and the position of the coordination binding sites

Zhao, Jiang-Lin; Tomiyasu, Hirotsugu; Ni, Xin-Long; Zeng, Xi; Elsegood, Mark R. J.; Redshaw, Carl; Rahman, Shofiur; Georghiou, Paris E.; Teat, Simon J.; Yamato, Takehiko

Authors

Jiang-Lin Zhao

Hirotsugu Tomiyasu

Xin-Long Ni

Xi Zeng

Mark R. J. Elsegood

Profile Image

Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry

Shofiur Rahman

Paris E. Georghiou

Simon J. Teat

Takehiko Yamato

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 with an important rule to design an appropriate thiacalix[4]arene 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.

Journal Article Type Article
Publication Date Mar 21, 2015
Journal Organic & biomolecular chemistry
Print ISSN 1477-0520
Electronic ISSN 1477-0539
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 13
Issue 11
Pages 3476-3483
Institution Citation Zhao, J., Tomiyasu, H., Ni, X., Zeng, X., Elsegood, M. R. J., Redshaw, C., …Yamato, T. (2015). The first study about the relationship between the extractability of thiacalix[4]arene derivatives and the position of the coordination binding sites. Organic & biomolecular chemistry, 13(11), 3476-3483. doi:10.1039/c4ob02393e
DOI https://doi.org/10.1039/c4ob02393e
Keywords Thiacalix[4]arene derivatives; Ionophores; Coordination binding sites
Publisher URL http://pubs.rsc.org/en/Content/ArticleLanding/2015/OB/C4OB02393E#!divAbstract
Copyright Statement ©2016 University of Hull
Additional Information This is a description of an article which has been published in: Organic & biomolecular chemistry, 2015, v.13, issue 11 at http://pubs.rsc.org/en/...C4OB02393E#!divAbstract

Files



You might also like


Downloadable Citations