A theoretical study of six-membered rings containing the -N=S-S=N- motif

作者：Alkorta Ibon^*; Azofra Luis Miguel; Sanchez Sanz Goar; Elguero Jose

来源：Structural Chemistry, 2012, 23(4): 1245-1252.

DOI：10.1007/s11224-012-9991-4

• NSSN motif
• MP2
• aug-cc-pVDZ
• Heterocycles
• Aromaticity
• NICS

The sulfur electronic structure allows for the existence of hypervalent molecules that were discussed as early as 1939 by Schomaker and Pauling. In the present paper, we report a theoretical study of three hypothetical possible six-membered rings that contain the -N=S-S=N- motif carried out at the MP2/aug-cc-pVDZ level. Three minima have been found, of which two of them are six-membered rings with all covalent bonds. Since they do not have a planar structure, we have calculated the aromaticity index NICS through the symmetry axis perpendicular to the mid-plane and at various points in space. Benzene, cyclohexane, and 1,2,5-thiadiazole have served as points of comparison.

• 出版日期2012-8