CONFORMATIONAL-ANALYSIS OF TERTIOBUTYL-4, D-4, THIACYCLOHEXANE - BY PROTON NMR-SPECTROSCOPY

被引:1
作者
BRIGODIOT, M
BOILEAU, S
TAIEB, MC
CHERADAME, H
机构
[1] ECOLE FRANCAISE PAPETERIE, CHIM POLYMERES LAB, 44 AV FELIX VIALLET, F-38000 GRENOBLE, FRANCE
[2] UNIV PARIS 06, CNRS, CHIM MACROMOLEC LAB, F-75230 PARIS 05, FRANCE
[3] CEN, DEPT RECH FONDAMENTALE, CHIM ORGAN PHYS LAB, F-38041 GRENOBLE, FRANCE
关键词
D O I
10.1016/0040-4020(79)85012-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Proton NMR studies of tertiobutyl-4, D-4, thiacyclohexane, which has a fixed chair conformation, have allowed a direct determination of the various coupling constants. A discussion of the values of the ring torsion angles calculated from the different gauche constants 3J shows that the most probable value is given by JHαe,Hβa for which there is no hydrogen atom antiperiplanar to the S atom. © 1979.
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收藏
页码:87 / 90
页数:4
相关论文
共 13 条
[2]   NMR-EXPERIMENTS ON ACETALS .32. DEPENDENCY OF GEMINAL COUPLING CONSTANTS OF METHYLENE GROUPS ON ELECTRONEGATIVITY, BOND LENGTH AND FREE ORBITAL OVERLAP OF ADJACENT LOBES AN EMPIRICAL RELATIONSHIP AS A TOOL FOR CONFORMATIONAL DESCRIPTION [J].
ANTEUNIS, M ;
SWAELENS, G ;
GELAN, J .
TETRAHEDRON, 1971, 27 (10) :1917-&
[3]  
BOOTH H, 1965, TETRAHEDRON LETT, P411
[5]   CALCULATION OF GAUCHE COUPLING-CONSTANTS FROM SUBSTITUENT ELECTRONEGATIVITIES [J].
FORREST, TP .
ORGANIC MAGNETIC RESONANCE, 1974, 6 (06) :355-357
[6]   PROTON COUPLINGS IN CYCLOHEXANE [J].
GARBISCH, EW ;
GRIFFITH, MG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (23) :6543-&
[7]  
Huggins M. L., 1953, J AM CHEM SOC, V75, P4123, DOI [DOI 10.1021/JA01113A001, 10.1021/ja01113a001]
[8]   ARITHMETIC MANIPULATION OF COUPLING-CONSTANTS TO OBTAIN TORSIONAL ANGLES [J].
LAMBERT, JB ;
SUN, HN .
ORGANIC MAGNETIC RESONANCE, 1977, 9 (11) :621-626
[9]   CHEMICAL-SHIFT DIFFERENCE BETWEEN BETA-AXIAL AND EQUATORIAL PROTONS IN PENTAMETHYLENE HETEROCYCLES [J].
LAMBERT, JB ;
GOLDSTEIN, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (17) :5689-5693
[10]   STRUCTURAL CHEMISTRY IN SOLUTION - R-VALUE [J].
LAMBERT, JB .
ACCOUNTS OF CHEMICAL RESEARCH, 1971, 4 (03) :87-&