Synthesis, structures, and properties of 2,5-dianthrylthiophene derivatives

Abstract

The title thiophene derivatives bearing two 9-, 1-, or 2-anthryl groups were synthesized by cyclization of the corresponding 1,3-diynes with sodium sulfide or by Suzuki–Miyaura coupling. X-ray analysis and DFT calculations revealed that the molecules adopt nonplanar conformations depending on the steric demand of the anthryl groups. The dihedral angles between the arene units are an important contributor to the photophysical properties in the electronic spectra as well as the electrochemical data.