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Comparison in practical applications of crown ether sensor molecules containing an acridone or an acridine unit – a study on protonation and complex formation

Golcs, Ádám ; Vezse, Panna ; Ádám, Bálint Árpád ; Huszthy, Péter ; Tóth, Tünde

Journal of inclusion phenomena and macrocyclic chemistry, 2021-10, Vol.101 (1-2), p.63-75 [Periódico revisado por pares]

Dordrecht: Springer Netherlands

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  • Título:
    Comparison in practical applications of crown ether sensor molecules containing an acridone or an acridine unit – a study on protonation and complex formation
  • Autor: Golcs, Ádám ; Vezse, Panna ; Ádám, Bálint Árpád ; Huszthy, Péter ; Tóth, Tünde
  • Assuntos: Aqueous solutions ; Chemical sensors ; Chemistry ; Chemistry and Materials Science ; Complex formation ; Complexation ; Crown ethers ; Crystallography and Scattering Methods ; Fluorescence ; Food Science ; Organic Chemistry ; Original Article ; Protonation ; Sensors
  • É parte de: Journal of inclusion phenomena and macrocyclic chemistry, 2021-10, Vol.101 (1-2), p.63-75
  • Descrição: Crown ethers containing an acridone or an acridine unit are successfully applied opto- and electrochemical cation sensors. The heteroaromatic unit of these macrocycles can be in different forms during the applications, which have a strong influence on the sensing behavior. Moreover, in the case of acridono-macrocycles a prototropic equilibrium takes place upon complexation, which is effected by the physicochemical characteristics. A Pb 2+ -selective acridono-18-crown-6 ether and its 9-phenylacridino-analogue were used as model compounds for comparing the different forms of the heterocyclic units of these sensor molecules. Since in most practical sensor applications of the fluorescent hosts a non-neutral aqueous medium is present, studies on complexation and signaling were carried out from the aspect of the relationship among protonation, coordinating ability, complex stability and tautomeric equilibrium. A strong interdependence among these factors was found and limitations of using unsubstituted acridino- and acridono-sensor molecules in comparison with their 9-substituted-acridino-analogues were discussed. This study will hopefully serve as a useful standpoint for future development of ionophore-based sensors containing an acridone or an acridine unit.
  • Editor: Dordrecht: Springer Netherlands
  • Idioma: Inglês
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  • Realização: ABCD-USP USP   Logos de Redes Sociais: Freepik

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