Quantum chemical study of the ground-state alcoholic complexation of selected dual luminescent compounds

Abstract

The ground- and excited-state features of dual luminescent molecules are strongly influenced by the presence of alcoholic additives. Selected ground-state properties of methanol and 1,1,1,3,3,3-hexafluoro-propan-2-ol complexes of 4-aminobenzonitrile, 4-aminopyridine and aniline derivatives were obtained by quantum chemical calculations. The formation enthalpies of the complexes are the most exothermic when the cyano or ring nitrogen interacts with the hydroxyl group of the alcohols. The binding energies are almost doubled when the fluorinated reactant is the hydrogen bond donor. Parallel to the enhancement of the stabilization of the complex, the ground-state dipole moment also increases notably with complex formation. In principle, consideration of this increase is essential in interpretation of the solvatochromatic behaviour of the complexed species.

Keywords:

• ab initio
• electronic structure
• quantum chemistry
• computational chemistry

Acknowledgement

This work was supported by the Hungarian Science Foundation (OTKA T45890 and OTKA T43542).