ANALYSIS OF CYCLOHEPTANONE CONFORMATION FROM TEMPERATURE-DEPENDENT CIRCULAR-DICHROISM MEASUREMENTS OF (+)-(3R)-METHYLCYCLOHEPTANONE AND (-)-(4R)-METHYLCYCLOHEPTANONE

被引:15
作者
LIGHTNER, DA
DOCKS, EL
机构
[1] Department of Chemistry, University of Nevada, Reno
关键词
D O I
10.1016/0040-4020(79)87022-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conformational analysis of methylcycloheptanones was achieved by relating CD rotational strengths to conformational free energies. Twist conformers with C1 on the symmetry axis (TC1) were found to be more stable than those with C2 or C7 on the symmetry axis (TC2 or TC7). The free energy differences were found to range from 0.2 to 1.2 kcal mole. A similar analysis of (+)(3R)-methylcyclohexanone showed the equatorial chair conformer to be most stable, by 0.50-0.75 kcal mole. © 1979.
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页码:713 / 720
页数:8
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