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Asymmetric calix[4]-thiacalix[4]arene tubes: Synthesis and ionophore properties

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An Errata to this article was published on 01 July 2010

Abstract

Asymmetric p-tert-butylcalix[4]-p-R-thiacalix[4]arene tubes (R = tert-Bu, H, 1-adamantyl) were prepared for the first time by reaction of tosyloxyethoxy derivative of p-tert-butylcalix-[4]arene and the corresponding p-R-thiacalix[4]arenas in acetonitrile in the presence of K2CO3. Complex formation of compounds obtained with sodium, potassium, and rubidium iodides in CDCl3-CD3OD, 4:1, was studied by means of 1H NMR. The ionophore properties of the molecule were governed by the character of substituents on the upper rim of the thiacalixarene fragment, and only the molecular tube containing a fragment of the p-(1-adamantyl)-thiacalix[4]arene quantitatively bound potassium ions (quickly) and rubidium ions (slowly).

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Authors and Affiliations

  1. Lomonosov Moscow State University, Moscow, 119992, Russia

    E. V. Khomich, M. N. Kashapov, I. M. Vatsuro, E. A. Shokova & B. B. Kovalev

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  1. E. V. Khomich
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  2. M. N. Kashapov
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  3. I. M. Vatsuro
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  4. E. A. Shokova
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  5. B. B. Kovalev
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Original Russian Text © E.V. Khomich, M.N. Kashapov, I.M. Vatsuro, E.A. Shokova, B.B. Kovalev, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 2, pp. 200–208.

An erratum to this article is available at http://dx.doi.org/10.1134/S1070428010070304.

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Khomich, E.V., Kashapov, M.N., Vatsuro, I.M. et al. Asymmetric calix[4]-thiacalix[4]arene tubes: Synthesis and ionophore properties. Russ J Org Chem 43, 192–200 (2007). https://doi.org/10.1134/S1070428007020078

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  • DOI: https://doi.org/10.1134/S1070428007020078

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