A theoretical study of the structure and aromaticity of nitrogen-containing thiocarbon

Abstract

Density functional theory has been used to investigate the structure, stability, and aromaticity of a series of nitrogen-containing thiocarbons, which are related to CnSn2− (n = 3–5). We have identified a large number of minimum-energy species which might be synthesized and calculated their aromaticity using the nucleus-independent chemical shift (NICS) method of Schleyer and magnetic susceptibility. Successive substitution of carbon by nitrogen reduces their stability, as reflected in the calculated bond orders. In general, there is no close correlation between the stability and π-aromaticity of the species studied.