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

Tranfić Bakić, Marina; Espinosa, Mariela Soledad; Klarić, David; Frkanec, Leo; Babay, Paola Alejandra; Galić, Nives
UV-Vis and ESI MS/MS Study of Ester and Amide Derivatives of Calix[4]arene and Their Lanthanide Complexes // Supramolecular Chemistry 2018 Book of Abstracts
Zagreb, 2018. str. 17-17 (poster, recenziran, sažetak, znanstveni)

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

Tranfić Bakić, Marina ; Espinosa, Mariela Soledad ; Klarić, David ; Frkanec, Leo ; Babay, Paola Alejandra ; Galić, Nives

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Supramolecular Chemistry 2018 Book of Abstracts / - Zagreb, 2018, 17-17

II. Symposium on Supramolecular Chemistry

Mjesto i datum
Zagreb, Hrvatska, 12.12.2018

Vrsta sudjelovanja

Vrsta recenzije

Ključne riječi
Calixarenes, lanthanides, complexation, spectrophotomery, mass spectrometry

In the management of nuclear waste, the intra- and inter group separation of lanthanide and actinide families of elements plays an important role.1 Actinides, long-lived radionuclides, are among the most hazardous components of high level liquid waste (HLLW). Their recovery should significantly enhance the environmental safety and the efficiency of the nuclear fuel cycle.2 Some decades ago, in the idea of using calixarenes for the selective extraction of radio-nuclides like 99Tc and 135Cs from HLLW was introduced, 1, 3 and some phosphorylated calixarene derivatives were proven to be good extractants for such separation in the frame of nuclear reprocessing research.4, 5 On the other hand, to be incinerated to a gaseous product after utilization and not giving rise to the increase of secondary solid waste, the ideal extractant should only consist of C, H, O, and N atoms.6 Therefore, in this work, we present UV- Vis spectroscopic and mass spectrometric investigations of interesting alternatives in the search of an ideal extractant to be used in nuclear waste partitioning, namely ester (1, 5, 11, 17, 23-tetra-tert-butyl-25, 26, 27, 28- tetrakis-[(eth-oxycarbonyl)methoxy]- calix[4]arene) and secondary amide (2, 5, 11, 17, 23- tetra-tert-butyl-25, 26, 27, 28- tetrakis(N- ethyl-carbamoylmethoxy)- calix[4]arene) and tertiary amide (3, 5, 11, 17, 23-tetra-tert- butyl-25, 26, 27, 28- tetrakis(N-ethyl-N-methyl- carbamoylmethoxy)calix[4]arene) derivatives of calix[4]arenes, as well as their coordination properties towards selected lanthanide cations (La3+, Eu3+, Yb3+). 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 analyzed 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.

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Projekt / tema
HRZZ-IP-2014-09-4841 - Aromatski hidrazoni: sinteza, strukturna analiza, biološka aktivnost i analitička primjena
HRZZ-IP-2014-09-7309 - razvoj supramolekulskih receptora kationa i aniona (Vladislav Tomišić, )

Prehrambeno-biotehnološki fakultet, Zagreb,
Institut "Ruđer Bošković", Zagreb,
Prirodoslovno-matematički fakultet, Zagreb