TY - JOUR
T1 - A theoretical study of six-membered rings containing the -N=S-S=N- motif
AU - Alkorta, Ibon
AU - Azofra Mesa, Luis Miguel
AU - Sanchez-Sanz, Goar
AU - Elguero, Jose
PY - 2012
Y1 - 2012
N2 - 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 sixmembered 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.
AB - 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 sixmembered 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.
UR - http://link.springer.com/content/pdf/10.1007%2Fs11224-012-9991-4.pdf
U2 - 10.1007/s11224-012-9991-4
DO - 10.1007/s11224-012-9991-4
M3 - Article
SN - 1040-0400
VL - 23
SP - 1245
EP - 1252
JO - Structural Chemistry
JF - Structural Chemistry
IS - 4
ER -