Linear Dienone型ステロイド類の核磁気共鳴スペクトル
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概要
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Muclear magnetic resonance spectrum of 6-substituted 4,6-dien-3-one steroids was examined. The olefinic protons showed an interesting shift according to the kind of substituent in the 6-position. The chemical shift of C_4-proton was approximately proportional to the magnetic shielding parameter of the substituent in the 6-position. On the other hand, chemical shift of C_7-proton was dependent on the mesomeric effect of the C_8 substituent and shifts to a higher magnetic field by the presence of an electron-donating group. In the presence of ethoxyl, methoxyl, or fluorine group in the 6-position, which effects the shift of C_7-proton to a higher magnetic field, coupling constant (J) was observed between C_7-H and C_8-H. It was concluded from the fact that the size of J of C_7-proton is parallel with the size (+Δδ) of the shift of C_7-proton to the higher magnetic field, that the above phenomenon is due not to the steric hindrance of the substituent in the 6-position but rather to the higher electron density in the sp^2 at 7-position by the +M effect of the substituent.
- 公益社団法人日本薬学会の論文
- 1967-01-25
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関連論文
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- Application of the Infinite Dilution Shifts in Acid-Base System to Organic Chemistry. I.Relation between the Infinite Dilution Shifts of Monosubstituted Benzoic Acids in Pyridine and the Hammett δ Values
- Relation between the Infinite Dilution Shifts in Pyridine with the Hammett's Rule
- Linear Dienone型ステロイド類の核磁気共鳴スペクトル