engleski

Benzoylguanidinium Cations as the Anion Sensing Groups. UV/Vis and Theoretical Study

Guanidinium cation as a functional group has been recognized long time ago as the powerful anion binding moiety which interacts with anions through multiple hydrogen bonding and Coulombic interaction. Therefore, it has been often used as a part of various anion sensors.1, 2 Sensor response could be triggered either by deprotonation or by the anion binding where the former process usually gives a larger effect, as shown for some thiourea derivatives. As a continuation of our interest in chromophore-guanidinium systems, we prepared a series of benzoylguanidium hydrochloride salts (Scheme) and tested their interactions with different anions (AcO-, F-, H2PO4-, NO3- and ClO4-). The role of water was also investigated. The measured UV/Vis spectra were compared with those calculated using TD-DFT methods. Obtained results indicate that the deprotonation is dominant process during the titration with moderate and strongly basic anions.

benzoylguanidines ; anion sensing ; UV spectra ; DFT calculations

nije evidentirano