A study on the aromaticity and ring currents of dithienopyridines and dithienobenzene

作者：Bi XiaoYun; Kerim, Ablikim^*

来源：Journal of Theoretical and Computational Chemistry, 2018, 17(1): 1850006.

DOI：10.1142/S0219633618500062

• Global aromaticity
• local aromaticity
• dithienopyridines
• dithienobenzenes
• topological resonance energy

The global aromaticity of dithienopyridine and dithienobenzene isomers was investigated using the topological resonance energy (TRE) and percentage topological resonance energy (%TRE) methods. Thee effect of variations in the positions of sulfur and nitrogen atoms on pi-electron delocalization is analyzed. The local aromaticity of these isomers is described based on the bond resonance energy (BRE) and circuit resonance energy (CRE) methods. Our BRE and CRE results show that structure of the central six-membered rings has a strong effect on global aromaticity. The aromaticity of these dithienopyridine isomers is enhanced when a complete pyridine unit exists in their middle ring structure, while the aromaticity of the dithienobenzene isomers is enhanced when a complete benzene unit exists in their middle ring structure. For dithienopyridines, our results obtained using the TRE method correlate well with the Bird aromaticity index as reported in the literature. Our ring-current results show that all these compounds are diatropic systems.

• 出版日期2018-2
• 单位新疆大学