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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 2016-12-08, 13:46 authored by Shofiur Rahman, Hirotsugu Tomiyasu, Hiroto Kawazoe, Jiang-Lin Zhao, Hang Cong, Xin–Long Ni, Xi Zeng, Mark ElsegoodMark 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

2016-09-07

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

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