Thieno[3,4-f]isothianaphthene and its N-substitutes: a theoretical insight

Abstract

Density functional theory is used to study the geometries, electronic structure, aromaticity, the singlet/triplet splitting energies and the vertical ionization energy of tricyclic nonclassical thiophene, Thieno[3,4-f]isothianaphthene, and its five N-substitutes at B3LYP/aug-cc-PVDZ level of theory. Geometry studies show that all of the compounds have a highly symmetric structure with a rigid planar. Calculated results confirm that there exists considerable conjugation and aromaticity over the rings and those tricyclic nonclassical thiophenes may be candidates for conductive polymers. The studies of electronic structure and splitting energies show that those nonclassical thiophenes have more or less a diradical structure.

Keywords:

• DFT
• Thieno[3,4-f]isothianaphthene
• N-substitutes
• Nonclassical structure
• Electronic structure

Acknowledgements

We thank Prof. Anmin Tian of SiChuan University to support AIM calculation and to advise for this work.