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Carbon‐13, nitrogen‐15, oxygen‐17 and sulphur‐33 NMR chemical shifts of some sulphur amides and related compounds

A.‐M. Häkkinen, Pirkko A. Ruostesuo

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Abstract

Abstract 15N, 17O and 33S NMR chemical shifts were determined for some aliphatic and aromatic sulphonamides, sulphinamides, sulphenamides and related sulphones and sulphoxides. The 17O and 33S NMR chemical shifts change only slightly for the sulphonyl compounds. In the sulphinyl compounds, on the other hand, the presence of nitrogen causes a noticeable shift to higher frequencies in the 17O resonance. The differences between the 17O chemical shifts of sulphinyl and sulphonyl compounds are more noticeable than those between sulphinamides and sulphoxides. The 15N NMR chemical shifts of sulphon‐, sulphin‐ and sulphen‐amides reflect well the effect of the environments of both nitrogen and the adjacent sulphur atom. The correlations between 15N, 17O and 33S NMR chemical shifts and the structures of sulphur amides and related sulphones and sulphoxides are discussed. The chemical shifts of the 13C nuclei are also presented.

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Abstract 15N, 17O and 33S NMR chemical shifts were determined for some aliphatic and aromatic sulphonamides, sulphinamides, sulphenamides and related sulphones and sulphoxides. The 17O and 33S NMR chemical shifts change only slightly for the sulphonyl compounds. In the sulphinyl compounds, on the other hand, the presence of nitrogen causes a noticeable shift to higher frequencies in the 17O resonance. The differences between the 17O chemical shifts of sulphinyl and sulphonyl compounds are more noticeable than those between sulphinamides and sulphoxides. The 15N NMR chemical shifts of sulphon‐, sulphin‐ and sulphen‐amides reflect well the effect of the environments of both nitrogen and the adjacent sulphur atom. The correlations between 15N, 17O and 33S NMR chemical shifts and the structures of sulphur amides and related sulphones and sulphoxides are discussed. The chemical shifts of the 13C nuclei are also presented.

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Available abstract

Abstract 15N, 17O and 33S NMR chemical shifts were determined for some aliphatic and aromatic sulphonamides, sulphinamides, sulphenamides and related sulphones and sulphoxides. The 17O and 33S NMR chemical shifts change only slightly for the sulphonyl compounds. In the sulphinyl compounds, on the other hand, the presence of nitrogen causes a noticeable shift to higher frequencies in the 17O resonance. The differences between the 17O chemical shifts of sulphinyl and sulphonyl compounds are more noticeable than those between sulphinamides and sulphoxides. The 15N NMR chemical shifts of sulphon‐, sulphin‐ and sulphen‐amides reflect well the effect of the environments of both nitrogen and the adjacent sulphur atom. The correlations between 15N, 17O and 33S NMR chemical shifts and the structures of sulphur amides and related sulphones and sulphoxides are discussed. The chemical shifts of the 13C nuclei are also presented.

Key concepts: Chemical shift, Chemistry, Sulfur, Nitrogen, Carbon-13 NMR, Nuclear magnetic resonance spectroscopy, Proton NMR, Sulfoxide

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