Skip to main content
Log in

Molecular Necklaces Composed of Tetraazamacrocyclic and Crown Ether Building Blocks

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

A series of catenanes was synthesized via self-assembly of dibenzo-24-crown-8, ethylenediamine, and either three, four, or five cyclidene units coordinating nickel(II) or copper(II) ions. A number of molecular necklaces were successfully isolated and characterized. ESI mass spectrometry proved to be the most useful analytical tool to establish the exact composition of synthesized catenanes. Additionally, single crystal of a grand macrocycle composed of four tetraazamacrocyclic units complexing copper(II) ions was obtained and its X-ray structure has been successfully determined.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Figure 1
Figure 2
Figure 3

Similar content being viewed by others

References

  1. Wolf, L.; Jäger, E.-G. Z. Anorg. Allg. Chem. 1966, 346, 76.

    Article  CAS  Google Scholar 

  2. Jäger, E.-G. Z. Anorg. Allg. Chem. 1967, 349, 139.

    Article  Google Scholar 

  3. Jäger, E. Z. Chem. 1968, 8, 392.

    Google Scholar 

  4. Jäger, E.-G. Z. Anorg. Allg. Chem. 1968, 359, 147.

    Article  Google Scholar 

  5. Jäger, E.-G. Z. Anorg. Allg. Chem. 1969, 364, 177.

    Article  Google Scholar 

  6. Busch, D. H.; Alcock, N. W. Chem. Rev. 1994, 94, 585.

    Article  CAS  Google Scholar 

  7. Kolchinski, A. G.; Korybut-Daszkiewicz, B.; Rybak-Akimova, E. V.; Busch, D. H.; Alcock, N. W.; Clase, H. J. J. Am. Chem. Soc. 1997, 119, 4160.

    Article  CAS  Google Scholar 

  8. Grochala, W.; Jagielska, A.; Woźniak, K.; Więckowska, A.; Bilewicz, R.; Korybut-Daszkiewicz, B.; Bukowska, J.; Piela, L. J. Phys. Org. Chem. 2001, 14, 63.

    Article  CAS  Google Scholar 

  9. (a) Więckowska, A.; Bilewicz, R.; Domagała, S.; Woźniak, K.; Korybut-Daszkiewicz, B.; Tomkiewicz, A.; Mroziński, J. Inorg. Chem. 2003, 42, 5513; (b) Domagała, S.; Więckowska, A.; Kowalski, J.; Rogowska, A.; Szydłowska, J.; Korybut-Daszkiewicz, B.; Bilewicz, R.; Woźniak, K. Chem.–Eur. J. 2006, 12, 2967.

  10. Korybut-Daszkiewicz, B.; Więckowska, A.; Bilewicz, R.; Domagała, S.; Woźniak, K. J. Am. Chem. Soc. 2001, 123, 9356.

    Article  CAS  Google Scholar 

  11. Korybut-Daszkiewicz, B.; Więckowska, A.; Bilewicz, R.; Domagała, S.; Woźniak, K. Angew. Chem., Int. Ed. 2004, 43, 1668.

  12. Woźny, M.; Pawłowska, J.; Osior, A.; Świder, P.; Bilewicz, R.; Korybut-Daszkiewicz, B. Chem. Sci. 2014, 5, 2836.

    Article  Google Scholar 

  13. Woźny, M.; Pawłowska, J.; Tomczyk, K. M.; Bilewicz, R.; Korybut-Daszkiewicz, B. Chem. Commun. 2014, 13718.

  14. Molecular Catenanes, Rotaxanes and Knots; Sauvage, J.-P.; Dietrich-Buchecker, C., Eds.; Wiley-VCH: Weinheim, 1999.

  15. Korybut-Daszkiewicz, B.; Bilewicz, R.; Woźniak, K. Coord. Chem. Rev. 2010, 254, 1637.

    Article  CAS  Google Scholar 

  16. Małecka, J.; Lewandowska, U.; Kamiński, R.; Mames, I.; Więckowska, A.; Bilewicz, R.; Korybut-Daszkiewicz, B.; Woźniak, K. Chem.–Eur. J. 2011, 17, 12385.

  17. Sheldrick, G. M. Acta Crystallogr., Sect. A: Found. Crystallogr. 2008, A64, 112.

Download references

Financial support from the National Centre of Science in Poland (NCN, Grant OPUS No. 2014/13/B/ST5/03727) is gratefully acknowledged.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Bohdan Korybut-Daszkiewicz.

Additional information

Published in Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(1), 87–91

I. Mames and J. Kowalski contributed equally.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Mames, I., Kowalski, J., Świder, P. et al. Molecular Necklaces Composed of Tetraazamacrocyclic and Crown Ether Building Blocks. Chem Heterocycl Comp 53, 87–91 (2017). https://doi.org/10.1007/s10593-017-2025-9

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-017-2025-9

Keywords

Navigation