Molecular Recognition of Strong Acids by Using a 2‐Ureido‐4‐Ferrocenyl Pyrimidine Receptor. Issue 38 (2nd October 2019)

• Record Type: Journal Article
• Authors: Keszei, Soma J.; Balogh, Szabolcs; Fehér, Csaba; Nagy, Lívia; Tumanov, Nikolay; Wouters, Johan; Lendvay, György; Skoda‐Földes, Rita
• Is Part Of: European journal of inorganic chemistry. Issue 38(2019)
• Page Start: 4095
• Page End: 4104
• Publication Date: 2019-10-02
• Subjects: Cyclic voltammetry -- DFT calculations -- Ferrocene -- Hhost‐guest systems -- NMR spectroscopy; Chemistry, Inorganic -- Periodicals; Organometallic chemistry -- Periodicals; Bioinorganic chemistry -- Periodicals; Solid state chemistry -- Periodicals; 546
• DOI: 10.1002/ejic.201900803
• Languages: English
• ISSNs: 1434-1948

Abstract

Abstract : 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 CF3 SO3 – and CF3 CO2 – as well as for the BF4 – anion by 1 H NMR measurements. Moreover, titration experiments carried out with CF3 SO3 H and CF3 CO2 H 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. Abstract : A 2‐ureido‐4‐ferrocenyl pyrimidine type molecular receptor, suitable for recognition of strong acids was synthesized and its host‐guest interactions were investigated. Protonation and anion coordination processes were followed by UV/Vis, 1 H NMR and CV measurements as well as by DFT calculations.