The Estimation of the Electronic Effects of Cyclopropyl and 2,2-Dichlorocyclopropyl Groups
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概要
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The normal substituent constant, σ<SUP>0</SUP>, and the resonance substituent constant, <I>Δ</I><SUB>\barσ<SUB>R</SUB></SUB><SUP>+</SUP>, in the Yukawa and Tsuno treatment of cyclopropyl and 2,2-dichlorocyclopropyl were determined by the ionization of <I>m</I>-, <I>p</I>-substituted phenylacetic acids in 50% aqueous ethanol and by the solvolysis of α-(<I>m</I>-, <I>p</I>-substituted phenyl) ethyl chlorides in 80% aqueous acetone. For cyclopropyl, the obtained σ<SUP>0</SUP> value indicates an inductive electron-attracting behavior, while the <I>Δ</I><SUB>\barσ<SUB>R</SUB></SUB><SUP>+</SUP> value indicates a marked enhancement of the electron-releasing resonance effect on the electron deficient reaction center compared with alkyl groups. A minor resonance contribution was observed for the 2,2-dichlorocyclopropyl group.
- 公益社団法人 日本化学会の論文
著者
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Kusuyama Yoshiaki
Department Of Chemistry Faculty Of Education Wakayama University
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Ikeda Yoshitsugu
Department of Chemistry, Faculty of Education, Wakayama University
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- The Estimation of the Electronic Effects of Cyclopropyl and 2,2-Dichlorocyclopropyl Groups