Tributyl- and Triphenyltin Benzoates, Phenylacetates, and Cinnamates as Anion Carriers: an Electrochemical Assessment Coupled to Structural NMR Studies and AM1 Calculations

Autor: Tsagatakis, John K., Chaniotakis, Nikolas A., Jurkschat, Klaus, Damoun, Said, Geerlings, Paul, Bouhdid, Abdeslam, Gielen, Marcel, Verbruggen, Ingrid, Biesemans, Monique, Martins, José C., Willem, Rudolph
Zdroj: Helvetica Chimica Acta; April 7, 1999, Vol. 82 Issue: 4 p531-542, 12p
Abstrakt: A series of tributyl and triphenyltin benzoates, phenylacetates, and cinnamates, with different electron-withdrawing substituents, were evaluated for their selectivity as anion carriers and for their application in liquid-membrane potentiometric ion-selective electrodes. The tributyltin carboxylates exhibited good sensitivity and significant chloride selectivities, while the corresponding triphenyltin benzoates were much less active. The observed potentiometric response differences were related to Sn-atom Lewis acidity, as assessed by binding constants of chloride to the tin carriers determined from 117Sn-NMR titration experiments and theoretical simulations of the resulting titration curves. The thermodynamic characteristics as well as the expected chloride-carrier adducts in relation to starting substrates were analyzed theoretically by AM1 calculations.
Databáze: Supplemental Index