Synthesis of Ionizable Calix[4]arenes for Chelation of Selected Divalent Cations
1
Helmholtz-Zentrum Dresden-Rossendorf, Institut für Radiopharmazeutische Krebsforschung, Bautzner Landstraße 400, D-01328 Dresden, Germany
2
Fakultät Chemie und Lebensmittelchemie, Technische Universität Dresden, D-01062 Dresden, Germany
3
Department of Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland
*
Author to whom correspondence should be addressed.
†
Current address: Department of Chemistry, University of Kufa, Najaf 54001, Iraq.
Academic Editors: Petra Martini and Alessandra Boschi
Molecules 2022, 27(5), 1478; https://doi.org/10.3390/molecules27051478
Received: 28 January 2022
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Revised: 14 February 2022
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Accepted: 17 February 2022
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Published: 22 February 2022
(This article belongs to the Special Issue Metal-Based Radiopharmaceuticals in Inorganic Chemistry)
Two sets of functionalised calix[4]arenes, either with a 1,3-crown ether bridge or with an open-chain oligo ether moiety in 1,3-position were prepared and further equipped with additional deprotonisable sulfonamide groups to establish chelating systems for selected cations Sr2+, Ba2+, and Pb2+ ions. To improve the complexation behaviour towards these cations, calix[4]arenes with oligo ether groups and modified crowns of different sizes were synthesized. Association constants were determined by UV/Vis titration in acetonitrile using the respective perchlorate salts and logK values between 3.2 and 8.0 were obtained. These findings were supported by the calculation of the binding energies exemplarily for selected complexes with Ba2+.
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Keywords:
calixarenes; barium; chelation
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MDPI and ACS Style
Blumberg, M.; Al-Ameed, K.; Eiselt, E.; Luber, S.; Mamat, C. Synthesis of Ionizable Calix[4]arenes for Chelation of Selected Divalent Cations. Molecules 2022, 27, 1478. https://doi.org/10.3390/molecules27051478
AMA Style
Blumberg M, Al-Ameed K, Eiselt E, Luber S, Mamat C. Synthesis of Ionizable Calix[4]arenes for Chelation of Selected Divalent Cations. Molecules. 2022; 27(5):1478. https://doi.org/10.3390/molecules27051478
Chicago/Turabian StyleBlumberg, Markus, Karrar Al-Ameed, Erik Eiselt, Sandra Luber, and Constantin Mamat. 2022. "Synthesis of Ionizable Calix[4]arenes for Chelation of Selected Divalent Cations" Molecules 27, no. 5: 1478. https://doi.org/10.3390/molecules27051478
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