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A study of anion binding behaviour of 1,3-alternate thiacalix[4]arene-based receptors bearing urea moieties

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posted on 08.12.2016, 13:46 by Shofiur Rahman, Hirotsugu Tomiyasu, Hiroto Kawazoe, Jiang-Lin Zhao, Hang Cong, Xin–Long Ni, Xi Zeng, Mark Elsegood, Thomas G. Warwick, Simon J. Teat, Carl Redshaw, P.E. Georghiou, Takehiko Yamato
Three novel thiacalix[4]arene receptors 4a-c each with a 1,3-alternate conformation and possessing two urea moieties linking various phenyl groups substituted with either para electron-donating or -withdrawing groups have been synthesized. The binding properties of these receptors were investigated by means of 1H NMR spectroscopy and UV-vis absorption titration experiments using various anions. The structures and complexation energies were also studied by density functional theory (DFT) methods. The results suggested that receptor 4c, which possesses two p-(trifluoromethyl)phenyl ureido moieties, can complex most efficiently in the urea cavity and exhibits high selectivity towards F- and AcO- ions.

Funding

OTEC at Saga University and the International Cooperation Projects of Guizhou Province (No. 20137005). CR thanks the EPSRC for a travel grant.

History

School

  • Science

Department

  • Chemistry

Published in

New Journal of Chemistry

Volume

40

Issue

11

Pages

9245 - 9251

Citation

RAHMAN, S. ... et al, 2016. A study of anion binding behaviour of 1,3-alternate thiacalix[4]arene-based receptors bearing urea moieties. New Journal of Chemistry, 40 (11), pp. 9245-9251.

Publisher

© Royal Society of Chemistry and the Centre National de la Recherche Scientifique

Version

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/

Acceptance date

07/09/2016

Publication date

2016-09-12

Copyright date

2016

Notes

This paper was accepted for publication in the journal New Journal of Chemistry and the definitive published version is available at http://dx.doi.org/10.1039/c6nj00923a.

ISSN

1144-0546

eISSN

1369-9261

Language

en

Exports

Loughborough Publications

Keywords

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