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Issue 11, 2016
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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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Abstract

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.

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

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Publication details

The article was received on 23 Mar 2016, accepted on 07 Sep 2016 and first published on 12 Sep 2016


Article type: Paper
DOI: 10.1039/C6NJ00923A
Citation: New J. Chem., 2016,40, 9245-9251
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    A study of anion binding behaviour of 1,3-alternate thiacalix[4]arene-based receptors bearing urea moieties

    S. Rahman, H. Tomiyasu, H. Kawazoe, J. Zhao, H. Cong, X. Ni, X. Zeng, M. R. J. Elsegood, T. G. Warwick, S. J. Teat, C. Redshaw, P. E. Georghiou and T. Yamato, New J. Chem., 2016, 40, 9245
    DOI: 10.1039/C6NJ00923A

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