The Relative <I>cis/trans</I> Reactivity in the Hydrochlorination of 1-Arylpropenes
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概要
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Hydrochlorination of <I>cis</I>- and <I>trans</I>-1 -phenylpropenes and their ring-substituted derivatives (<I>p</I>-CH<SUB>3</SUB>O, <I>p</I>-CH<SUB>3</SUB>, and <I>p</I>-Cl) has been studied in acetic acid at 16–35°C. 1-Phenylpropene gave predominantly a <I>cis</I>-adduct while the <I>p</I>-CH<SUB>3</SUB>O derivative yielded a non-stereospecific product. For the <I>p</I>-CH<SUB>3</SUB>O and <I>p</I>-CH<SUB>3</SUB> derivatives, the <I>cis</I> isomer was found to be more reactive than the corresponding <I>trans</I> isomer, while for the <I>p</I>-Cl derivative the opposite relative reactivity was observed. The origins of these <I>cis/trans</I> reactivities have been discussed in terms of the electronic and steric effects on stability of the solvated transition state.
- 公益社団法人 日本化学会の論文
著者
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Okuyama Tadashi
Department Of Mechatronics Shonai College Of Industry And Technology
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Fueno Takayuki
Department of Synthetic Chemistry Kyoto University
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Izawa Kunisuke
Department of Chemistry, Faculty of Engineering Science, Osaka University
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Okuyama Tadashi
Department of Chemistry, Faculty of Engineering Science, Osaka University
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Fueno Takayuki
Department of Chemistry, Faculty of Engineering Science, Osaka University
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