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

被引:5
|
作者
Bakic, Marina Tranfic [1 ]
Soledad Espinosa, Mariela [2 ]
Cindro, Nikola [3 ]
Frkanec, Leo [4 ]
Alejandra Babay, Paola [2 ]
Galic, Nives [3 ]
机构
[1] Univ Zagreb, Dept Chem & Biochem, Fac Food Technol & Biotechnol, Pierottijeva 6, Zagreb 10000, Croatia
[2] Natl Commiss Atom Energy, Dept Analyt Chem, Av Gral Paz 1499, Buenos Aires, DF, Argentina
[3] Univ Zagreb, Fac Sci, Dept Chem, Horvatovac 102a, Zagreb 10000, Croatia
[4] Rudjer Boskovic Inst, Dept Organ Chem & Biochem, Bijenicka C 54, HR-10000 Zagreb, Croatia
关键词
calixarenes; lanthanides; electrospray mass spectrometry; UV-Vis spectroscopy; ALKALI-METAL CATIONS; LOWER-RIM; AMIDE DERIVATIVES; TERTIARY AMIDE; EXTRACTION; CALIXARENES; THERMODYNAMICS; DIGLYCOLAMIDE; RECOGNITION; BINDING;
D O I
10.5562/cca3288
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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 (lgK(La2) = 5.1; lgK(Eu2) >= 6; lgK(Yb2) >= 6; lgK(La3) >= 6; lgK(Eu3) >= 6; lgK(Yb3) >= 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.
引用
收藏
页码:679 / 687
页数:9
相关论文
共 50 条
  • [21] UV-vis and FTIR-ATR spectroscopic techniques to study the inclusion complexes of genistein with β-cyclodextrins
    Crupi, V.
    Ficarra, R.
    Guardo, M.
    Majolino, D.
    Stancanelli, R.
    Venuti, V.
    JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2007, 44 (01) : 110 - 117
  • [22] Detection of imidacloprid and Bisphenol-S by Solid Phase Extraction (SPE) coupled with UV-VIS spectrometer and LC-MS
    Zhang, Shaoqing
    Jiang, Jia-Qian
    BIOINTERFACE RESEARCH IN APPLIED CHEMISTRY, 2019, 9 (05): : 4433 - 4438
  • [23] Aqueous chemistry of nalidixic acid and its complexes with biological relevant cations: A combination of potentiometric, UV spectrophotometric, MS and MS/MS study
    Carnamucio, Federica
    Aiello, Donatella
    Foti, Claudia
    Napoli, Anna
    Giuffre, Ottavia
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2023, 249
  • [24] Synthesis, complexation and photophysics in protic solvents of lanthanide complexes of novel calix[4]arene polycarboxylic-2,2′-bipyridine mixed ligands
    Casnati, A
    Baldini, L
    Sansone, F
    Ungaro, R
    Armaroli, N
    Pompei, D
    Barigelletti, F
    SUPRAMOLECULAR CHEMISTRY, 2002, 14 (2-3) : 281 - 289
  • [25] Reactivity of monohydrogensulfide with a suite of pyridoxal-based complexes: A combined NMR, ESI-MS, UV-visible and fluorescence study
    Strianese, Maria
    Lamberti, Marina
    Persico, Alessandro
    Pellecchia, Claudio
    INORGANICA CHIMICA ACTA, 2020, 501
  • [26] The Use of Electrospray Mass Spectrometry (ES/MS) for the Differential Detection of Some Steroids as Calix-[n]-arene Sulphonate Complexes
    Eric Da Silva
    Charléne Valmalle
    Michel Becchi
    Claude-Yves Cuilleron
    Anthony W. Coleman
    Journal of inclusion phenomena and macrocyclic chemistry, 2003, 46 : 65 - 69
  • [27] The use of electrospray mass spectrometry (ES/MS) for the differential detection of some steroids as calix-[n]-arene sulphonate complexes
    Da Silva, E
    Valmalle, C
    Becchi, M
    Cuilleron, CY
    Coleman, AW
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2003, 46 (1-2) : 65 - 69
  • [28] Lanthanide complexes of monosubstituted Calix[4]arene-ligands: Synthesis, structures, and magnetic properties of [Ln2 (L)2 (MeOH) 4 ] (Ln = La, Gd, Tb, Tm) (H 3 L = mono-O-propargyl-calix[4]arene)
    Taut, Josef
    Eule, Leonie
    Stephan, Vanessa
    Fischer, Christopher
    Boerner, Martin
    Kuenze, Georg
    Kersting, Berthold
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2024, 1014
  • [29] Khellactone Derivatives and Other Phenolics of Phlojodicarpus sibiricus (Apiaceae): HPLC-DAD-ESI-QQQ-MS/MS and HPLC-UV Profile, and Antiobesity Potential of Dihydrosamidin
    Olennikov, Daniil N.
    Fedorov, Innokentii A.
    Kashchenko, Nina I.
    Chirikova, Nadezhda K.
    Vennos, Cecile
    MOLECULES, 2019, 24 (12):
  • [30] Novel methodology for the extraction and identification of natural dyestuffs in historical textiles by HPLC–UV–Vis–ESI MS. Case study: chasubles from the Wawel Cathedral collection
    Katarzyna Lech
    Maciej Jarosz
    Analytical and Bioanalytical Chemistry, 2011, 399 : 3241 - 3251