Solvent effects on the steric course of the solvolysis of tertiary acyclic derivatives

被引:26
作者
Müller, P [1 ]
Rossier, JC [1 ]
机构
[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2000年 / 11期
关键词
D O I
10.1039/b004884o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The solvolysis of (R)-3-chloro-3,7-dimethyloctane (2), of the corresponding hydrogen phthalate (S)-4g, and of the p-nitrobenzoate (S)-4h proceeds with up to 87% inversion of configuration in solvents such as methanol or ethanol. The degree of inversion decreases in more dissociating solvents. In 2,2,2-trifluoroethanol (TFE), up to 40% retention of configuration occurs.
引用
收藏
页码:2232 / 2237
页数:6
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