Synthesis, crystal structure, spectroscopic and photophysical studies of novel fluorinated quinazoline derivatives

Abstract

A novel small library of seven fluorinated quinazoline derivatives was synthesized and for four of them, the crystal structures were solved by single X-ray diffractometer and compared the confirmation of molecules in solution-phase using 2D NOESY experiments. Taking advantage of the series prepared, we were able to describe the influence of various substituents on the core scaffold (fluorinated quinazoline) on its molecular conformations’ intermolecular interactions and on the photoluminescent properties. The Hirshfeld surfaces were used to investigate the structure-directing effects of functional groups in controlling their solid-state behavior. Theoretical DFT calculations were carried out for getting additional knowledge on crystal-state interactions as compared to a gas phase. The photo-physical (UV and fluorescence) properties of all compounds have been studied. among the series, five compounds exhibited excellent photoluminescent properties.