Chemical bonding in the hexamethylbenzene–SO2+ dication

  • Lisa Pecher
  • Sudip Pan
  • Gernot FrenkingEmail author
Regular Article
Part of the following topical collections:
  1. 11th Congress on Electronic Structure: Principles and Applications (ESPA-2018)


A thorough bonding analysis is performed on the dication [C6(CH3)6SO]2+. The results show that the molecule is best described in terms of covalent interactions between the cations C6(CH3) 6 + and SO+, whereby the bonding consists of two dominating contributions. The strongest bonding comes from dative interaction from the HOMO of C6(CH3) 6 + to the LUMO of SO+, which has overall σ symmetry. The second significant component is due to electron-sharing bonding between the singly occupied orbitals of the two fragments. The bonding situation may be sketched with the formula \([{\text{C}_{6}}\text{(CH)}_{6}\overrightarrow{-}{\text{SO}}]^{2+}\). The bare dication is thermodynamically unstable with regard to dissociation into two cations. It is kinetically stable due to the activation barrier, and it is further stabilized by counterions.


Bonding analysis Density functional theory Oxidation state Small-molecule activation Sulfur chemistry 



The authors acknowledge financial support by the Deutsche Forschungsgemeinschaft.

Supplementary material

214_2019_2434_MOESM1_ESM.doc (70 kb)
Supplementary material 1 (DOC 70 kb)


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Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  1. 1.Fachbereich ChemiePhilipps-Universität MarburgMarburgGermany

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