反応と合成の進歩シンポジウム 発表要旨概要
第31回反応と合成の進歩シンポジウム
セッションID: 2O-14
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ミセル-水界面を反応場とするカルボン酸とアミンの基質特異的脱水縮合反応
*国嶋 崇隆今田 比呂子菊池 可菜子日置 和人  西田  仁  谷   昇平 
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会議録・要旨集 フリー

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We have successfully verified that dehydrocondensation is ideally suited for micellar reaction. A bimolecular dehydrocondensation between amphiphilic carboxylate anions and amines was highly accelerated (2,000-fold) in a micellar system when a 1,3,5-triazine-type amphiphilic dehydrocondensing agent was used. Such an unusual rate enhancement of dehydrocondensation can be attributed to increased local concentration of substrates and a preorientational effect of the micelles on the amphiphilic dehydrocondensing reagent, the carboxylate, and the amine. It should be noted that the catalytic dehydrocondensation involving the activation of carboxylic acids takes place at the interface between water and the micelles, not in the hydrophobic interior of the micelles.
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© 2005 日本薬学会
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