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Synthesis of functional (thia)calix[4]arene derivatives using modular azide-alkyne cycloaddition approach

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A Correction to this article was published on 01 October 2023

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Abstract

Today, the modification of the organic molecules using the copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC) is of great interest, as evidenced by the Nobel Prize in Chemistry awarded in 2022 to the founder of “click” chemistry. Supramolecular chemistry, in turn, is one of the actively developing branches of modern science. Using the CuAAC approach is a very convenient method to obtain new macrocyclic structures of interest. This review focuses on the use of the modular “click”-chemistry approach for the synthesis of various triazole derivatives of thiacalix[4]arenes and calix[4]arenes as well as general routes for the synthesis of their precursors (azides and alkynes). Examples of some functional systems based on triazole-containing macrocycles, such as chemosensors, multicalixarenes, amphiphilic calixarenes as well as examples of the use of triazole calixarenes for bioapplications are described.

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Acknowledgements

We thank Russian Science Foundation (Grant No. 21-73-10062) for financial support.

Author information

Authors and Affiliations

  1. Alexander Butlerov Institute of Chemistry, Kazan Federal University, 18 Kremlevskaya Str, Kazan, Russia, 420008

    Egor Makarov, Zarina Iskhakova, Vladimir Burilov & Igor Antipin

  2. FRC Kazan Scientific Center of RAS, Arbuzov Institute of Organic and Physical Chemistry, 8 Arbuzov Str, Kazan, Russia, 420088

    Svetlana Solovieva

Authors
  1. Egor Makarov
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  2. Zarina Iskhakova
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  3. Vladimir Burilov
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  4. Svetlana Solovieva
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  5. Igor Antipin
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Contributions

EM, ZI and VB wrote the main manuscript text, SS and IA reviewed the manuscript.

Corresponding author

Correspondence to Vladimir Burilov.

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The authors declare no competing interest.

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The original online version of this article was revised: Due to the incorrect numbering of the compounds, figures 29 to 49 are updated.

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Makarov, E., Iskhakova, Z., Burilov, V. et al. Synthesis of functional (thia)calix[4]arene derivatives using modular azide-alkyne cycloaddition approach. J Incl Phenom Macrocycl Chem 103, 319–353 (2023). https://doi.org/10.1007/s10847-023-01200-6

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  • DOI: https://doi.org/10.1007/s10847-023-01200-6

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