芳香族スルフィンアミド誘導体の物理化学的性質の研究(第1報) : 核磁気共鳴スペクトルについて
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Twenty-five para-substituted benzenesulfinamides were synthesized and their nuclear magnetic resonance spectra were investigated. The chemical shifts of aromatic protons attached to the sulfur atom were independent on the electronic character of the substituent R_3,but that of NH proton was dependent on the substituent R_1. This result indicated that the electronic structure of a molecule received insignificant contribution from the double bond structure between sulfur and nitrogen atoms, but it received some contribution from the double bond structure between sulfur atom and an aromatic ring. Sulfinamide group exerted an almost identical effect on the neighboring aromatic protons with that of sulfoxide group, and its substituent constant was estimated to be S_0=-0.37. This fact was interpreted as a positive proof of the double bond character between sulfur and nitrogen atoms, even if the degree of its contribution is small.
- 公益社団法人日本薬学会の論文
- 1971-09-25
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