Localized molecular-orbital representation of the bonding in N-sulphinosulphimides

G. Náray-Szabó, Árpád Kucsman

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Abstract

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.

Original languageEnglish
Pages (from-to)891-894
Number of pages4
JournalJournal of the Chemical Society, Dalton Transactions
Issue number5
DOIs
Publication statusPublished - 1979

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Molecular orbitals
Sulfur
Nitrogen
Atoms
Molecules
Acids

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  • Chemistry(all)

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Localized molecular-orbital representation of the bonding in N-sulphinosulphimides. / Náray-Szabó, G.; Kucsman, Árpád.

In: Journal of the Chemical Society, Dalton Transactions, No. 5, 1979, p. 891-894.

Research output: Contribution to journalArticle

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