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Synthesis and complexation properties of carbonyl-containing thiacalix[4]arenes

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Abstract

Stereoisomers of thiacalix[4]arenes unsubstituted at the upper rim and containing four carbonyl fragments have been synthesized for the first time. Their structures were studied by 1D and 2D NMR spectroscopy, IR spectroscopy, and mass spectrometry. The complexation properties of the macro-cycles toward alkaline metal cations were estimated by the picrate extraction method. The absence of the preorganization effect in the case of the thiacalixarenes unsubstituted at the upper rim is the main reason for the sharp decrease in their extraction ability.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation

    S. E. Solovieva, S. R. Kleshnina, M. N. Kozlova, L. F. Galiullina, A. T. Gubaidullin, Sh. K. Latypov, I. S. Antipin & A. I. Konovalov

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  1. S. E. Solovieva
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  2. S. R. Kleshnina
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  3. M. N. Kozlova
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  4. L. F. Galiullina
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  5. A. T. Gubaidullin
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  6. Sh. K. Latypov
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  7. I. S. Antipin
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  8. A. I. Konovalov
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Correspondence to S. E. Solovieva.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1448–1456, July, 2008.

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Solovieva, S.E., Kleshnina, S.R., Kozlova, M.N. et al. Synthesis and complexation properties of carbonyl-containing thiacalix[4]arenes. Russ Chem Bull 57, 1477–1485 (2008). https://doi.org/10.1007/s11172-008-0191-8

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  • DOI: https://doi.org/10.1007/s11172-008-0191-8

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