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Croatica Chemica Acta, Vol. 90 No. 4, 2017.

Original scientific paper

https://doi.org/10.5562/cca3288

UV-Vis and ESI MS/MS Study of Calix[4]arene Derivatives and Their Lanthanide Complexes

Marina Tranfić Bakić orcid id orcid.org/0000-0002-0315-5900 ; Department of Chemistry and Biochemistry, Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, 10000 Zagreb, Croatia
Mariela Soledad Espinosa ; Department of Analytical Chemistry, National Commission of Atomic Energy, Av. Gral. Paz 1499, Buenos Aires, Argentina
Nikola Cindro ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb, Croatia
Leo Frkanec orcid id orcid.org/0000-0001-9065-7003 ; Department of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička c. 54, HR-10000 Zagreb, Croatia
Paola Alejandra Babay ; Department of Analytical Chemistry, National Commission of Atomic Energy, Av. Gral. Paz 1499, Buenos Aires, Argentina
Nives Galić orcid id orcid.org/0000-0002-0958-1791 ; Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, 10000 Zagreb, Croatia

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Abstract

Coordination properties of calix[4]arenes bearing substituents on the lower rim: tetraethyl ester (1), tetraethylamide (2), and newly synthesized tetraethylmethylamide derivative (3), towards selected lanthanide cations (La3+, Eu3+, Yb3+) were studied by spectrophotometric titrations. No complexation was observed with ester derivative, while amide derivatives formed 1:1 complexes and bound lanthanide cations very efficiently (lgKLa2 = 5.1; lgKEu2 ≥ 6; lgKYb2 ≥ 6; lgKLa3 ≥ 6; lgKEu3 ≥ 6; lgKYb3 ≥ 6). The ligands and complexes were also analysed by ESI MS and MS/MS spectrometry. Both inductive cleavage and proton rearrangement fragmentation reactions were observed. Corresponding fragmentation pathways were proposed. The results obtained by MS analysis were in accordance with those obtained by spectrophotometric titrations.

This work is licensed under a Creative Commons Attribution 4.0 International License.

Keywords

calixarenes; lanthanides; electrospray mass spectrometry; UV-Vis spectroscopy

Hrčak ID:

198917

URI

https://hrcak.srce.hr/198917

Publication date:

29.12.2017.

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