Localized molecular orbitals for the simplest N-sulphinosulphimide, H2SNSO2H, and of its conjugated acid have been calculated using the semiempirical CNDO/2 method. To understand the special features of the different bonds, a comparison is made with simpler molecules such as H2S, Me2SNH, Me2SO, and Me2SO2. A three-centre SIVNSVI π bond is formed in N-sulphinosulphimides which is localized mainly on the nitrogen atom. The SIVN and SVIN σ bonds as well as the nitrogen lone pair are considerably delocalized on to the neighbouring sulphur atoms. In all cases, the sulphur d-orbital participation in bonding is important. In Me2SNH, Me2SO, and Me2SO2, hyperconjugation of the CH bonds with the sulphur d orbitals occurs.
|Number of pages||4|
|Journal||Journal of the Chemical Society, Dalton Transactions|
|Publication status||Published - Dec 1 1979|
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