Molecular Recognition of Strong Acids by Using a 2-Ureido-4-Ferrocenyl Pyrimidine Receptor

Soma J. Keszei, Szabolcs Balogh, Csaba Fehér, Lívia Nagy, Nikolay Tumanov, Johan Wouters, Gyorgy Lendvay, Rita Skoda-Földes

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The properties of a ferrocenyl ureidopyrimidine derivative, a potential electrochemical sensor for trifluoromethanesulfonic acid and trifluoroacetic acid, were investigated using UV/Vis, NMR and CV measurements. Upon protonation a structural change was found to take place leading to the formation of a proper binding site for the anion of the acid. Anion binding has been proved for both CF3SO3- and CF3CO2-as well as for the BF4- anion by 1H NMR measurements. Moreover, titration experiments carried out with CF3SO3H and CF3CO2H resulted in different responses in the NMR spectra of the pyrimidine host. Cyclic voltammetry was found to be suitable to follow the addition of the acids to the host molecule. DFT calculations and X-ray diffraction were used to explore the properties of anion binding.
langue originaleAnglais
Pages (de - à)4095-4104
Nombre de pages10
journalEuropean Journal of Inorganic Chemistry
Numéro de publication38
Les DOIs
Etat de la publicationPublié - 17 oct. 2019

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