Title

Theoretical Investigation Into the Structural, Thermochemical, and Electronic Properties of the Decathio[10]Circulene

Document Type

Article

Publication Date

8-11-2011

Description

For the first time, a theoretical study has been performed on the prototypical decathio[10]circulene (C20S10) species, which is an analogue of the novel octathio[8]circulene "Sulflower" molecule (C16S8). Examinations of the singlet and triplet states of C20S10 were made at the B3LYP/6-311G(d) level. Local minima of C2 and Cs symmetry were found for the lowest singlet and triplet states, respectively. The stability of C20S 10 was assessed by calculating the ΔH°f of C16S8 and C20S10 and the ?H o for their decomposition into C2S units. Frontier molecular orbital plots show that structural adjacent steric factors along with the twist and strain orientations of C20S10 do not disturb the aromatic ?-delocalizing effects. In fact, C20S10 maintains the same pz HOMO character as C16S8. These similarities are further verified by density-of-states characterization. Calculated infrared spectra of C16S8 and C 20S10 show broad similarities. Molecular electrostatic potential results reveal that eight of the peripheral sulfur atoms are the most electronegative atoms in the molecule, while the interior ten-membered ring exhibits virtually no electronegativity.

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