13C-13C Spin-Spin Coupling Constants in Structural Studies: XXXV. Stereochemical Study of the Furanose Ring

被引：0
作者：
V. A. Danilova
L. B. Krivdin 29
机构：
[1] Angarsk State Technical Academy,
来源：
Russian Journal of Organic Chemistry | 2003年 / 39卷
关键词：
Organic Chemistry; Perturbation Theory; Structural Study; Hydroxy Group; Conformational Analysis;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Theoretical conformational analysis and calculation of 13C-13C spin-spin coupling constants of aldofuranoses of the D-series were performed in terms of the self-consistent finite perturbation theory in the INDO approximation. All the examined furanoses were found to prefer an envelope conformation. The main factor responsible for the stereospecificity of the 1J1,2 coupling constant is mutual orientation of the hydroxy groups on C1 and C2: s-trans isomers are characterized by greater 1J1,2 values (by 2-4 Hz) than the corresponding s-cis isomers.
引用
收藏
页码：1764 / 1771
页数：7
相关论文
共 87 条
[1]  
Angyal S.J.(1969)undefined Angew. Chem., Int. Ed. Engl. 8 157-undefined
[2]  
Angyal S.J.(1972)undefined Aust. J. Chem. 25 1695-undefined
[3]  
Pickles V.A.(1995)undefined J. Am. Chem. Soc. 117 8645-undefined
[4]  
Serianni A.S.(2000)undefined J. Am. Chem. Soc. 122 6435-undefined
[5]  
Wu J.(2001)undefined J. Am. Chem. Soc. 123 4781-undefined
[6]  
Carmichael I.(1971)undefined Org. Magn. Reson. 3 417-undefined
[7]  
Cloran F.(1987)undefined J. Am. Chem. Soc. 109 5297-undefined
[8]  
Zhu Y.(1972)undefined J. Am. Chem. Soc. 94 8205-undefined
[9]  
Osborn J.(1979)undefined Can. J. Chem. 57 2504-undefined
[10]  
Carmichael I.(1984)undefined J. Org. Chem. 49 3292-undefined
123456789