Substituent Effects in the Solvolysis of p-(2-Substituted Cyclopropyl)-.ALPHA.-Methylbenzyl Chlorides.
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概要
- 論文の詳細を見る
The solvolysis rates of <I>p</I>-(<I>cis</I>- or <I>trans</I>-2-substituted cyclopropyl)-α-methylbenzyl chlorides including electron-donating and electron-attracting substituents relative to a hydrogen substituent were measured in 80% aqueous acetone. The trans isomers were more reactive than the corresponding cis derivatives where cyclopropyl and phenyl groups could not get a most favorable "bisected" conformation for the cyclopropyl group to release electrons to the benzene ring. The relative rates of the trans isomers at 45°C were best correlated by means of σ<SUB>m</SUB> values with a ρ value of −3.14 and a correlation coefficient of 0.97, indicating that the cyclopropane ring was a poor transmitter of a resonance effect. The substituent effects were analyzed by means of the LSFE equation.
- 公益社団法人 日本化学会の論文
著者
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Tokami Kenjiro
Department Of Material Science Wakayama National College Of Technology
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Kusuyama Yoshiaki
Department Of Chemistry Faculty Of Education Wakayama University
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Kubo Takako
Department of Chemistry, Faculty of Education, Wakayama University
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Iyo Masami
Department of Chemistry, Faculty of Education, Wakayama University
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Kagosaku Tamami
Department of Chemistry, Faculty of Education, Wakayama University
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Tokami Kenjiro
Department of Chemistry, Faculty of Education, Wakayama University
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