Autor: |
Tamami Kagosaku, Takako Kubo, Kenjiro Tokami, Yoshiaki Kusuyama, Masami Iyo |
Rok vydání: |
2010 |
Předmět: |
|
Zdroj: |
ChemInform. 23 |
ISSN: |
0931-7597 |
Popis: |
The solvolysis rates of p-(cis- or trans-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 σm 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. |
Databáze: |
OpenAIRE |
Externí odkaz: |
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