Non-rigid bis-(2,5-diamidopyrrole) receptor, its deprotonated species and their complexes with fluoride, chloride and hydroxide ions

The molecular structures of the 4-aminomethyl-phenylamino-bis-(3,4-dichloro-5-phenylcarbamoyl-1H-pyrrole-2-carboxamide), (LH2), its deprotonated species (LH− and L2−) and their complexes with the fluoride, chloride and hydroxide ions were obtained using the DFT/B3LYP/6-31G(d) method. Energetics, and thermodynamics and equilibrium constants of the deprotonation process of the LH2 in the presence and absence of the fluoride, chloride and hydroxide ions including their complexations obtained at the B3LYP/6-31G(d) level with ZPVE correction and the B3LYP/6-31+G(d,p)//B3LYP/6-31G(d) (for the energies) are reported. The B3LYP/6-31G(d)-optimized geometrical data for the species L2− is in good agreement with its corresponding X-ray crystallographic data. The energy profiles for deprotonation of the LH2 and their complexes with the fluoride, chloride and hydroxide ions are demonstrated.