Solvent effect on ternary complexes formed by epoxy and hydrofluoric acid

Boaz Oliveira
2015 Journal of the Serbian Chemical Society  
The solvent effect on derivatives of the C 2 H 4 O ... HF ... HF ternary complex was investigated through the PCM approach and AGOA calculations at the B3LYP/6-311++G(d,p) level of theory. Continuous analysis was useful to verify the profiles of the hydrogen bond distances in the complex, specifically the O ... H, F ... H, and F ... H β contacts. From the viewpoint of AGOA, the configurations of the water molecules, followed by measurement of the discrete hydration energies, were unveiled.
more » ... were unveiled. Through single point energy calculations, the hydration energies were determined via the supermolecule approach, and the values were corrected by the counterpoise correction of the basis sets superposition error (BSSE). In line with this, the analysis of the molecular electrostatic potential (MEP) revealed positive and negative regions, which represent the interaction sites for the water molecules regarding the oxygen and hydrogen, respectively. In an overview, the acid-catalyzed oxirane ring-opening reaction has distinct interpretations both in vacuum and in aqueous medium depending on whether the most appropriate structure of the C 2 H 4 O ... HF ... HF trimolecular complex is taken into consideration.
doi:10.2298/jsc140923002d fatcat:ppupl6vwlrgfnoqk4rf3w5tgye