A DFT study of chloride and hydroxide anions effects on deprotonations of 3,4-dichloro-2,5-diamido-substituted pyrrole derivatives

Abstract

Effects of chloride and hydroxide anions to the deprotonation properties of 1,3-phenylene-bis-(3,4-dichloro-5-phenylcarbamoyl-1H-pyrrole-2-carboxyli c acid amide), (L1H2) and 1,4-phenylene-bis-(3,4-dichloro-5-phenylcarbamoyl-1H-pyrrole-2-carboxyli c acid amide), (L2H2), were investigated using the density functional theory (DFT) calculations. Energetics, thermodynamic properties and equilibrium constants of deprotonation and complexation processes of both compounds in the presence and absence of chloride and hydroxide ions were computed at the B3LYP/6-31G(d) level with ZPVE corrections. Both complex systems with chloride ion, the [LH2·Cl]-and [LH2·Cl2]2-species show high stabilities and for the system with hydroxide ion, the hydrated-forms as [L(H2O)]2-and [L(H2O)2]2-species are dominant species. © 2006 Elsevier B.V. All rights reserved.