The enantiomers of spiro(cyclohexadiene-indolines) and their thermal racemization

被引：2
|
作者：
Zimmermann, T [1 ]
Pustet, N
Mannschreck, A
机构：
[1] Univ Leipzig, Inst Organ Chem, D-04303 Leipzig, Germany
[2] Univ Regensburg, Inst Organ Chem, D-93040 Regensburg, Germany
来源：
MONATSHEFTE FUR CHEMIE | 1999年 / 130卷 / 02期
关键词：
spiro(cyclohexadiene-indolines); enantiomers; enantioselective liquid chromatography; thermal racemization;
D O I：
10.1007/PL00010217
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The separation of the enantiomers of substituted spiro(cyclohexadiene-indolines) was performed by enantioselective liquid chromatography with the sorbent/solvent systems triacetylcellulose/methanol, triacetylcellulose/ethanol/water, and (+)-poly(trityl methacrylate)/SiO2/n-hexane/isopropanol. The interconversion barriers of the enantiomers were determined for a series of derivatives by thermal racemization. A mechanism for the thermal ring opening/ring closure is discussed in terms of the Woodward-Hoffmann rules.
引用
收藏
页码：355 / 361
页数：7
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