Bifunctional catalysis of the enolization of acetone
Bifunctional catalysis of the enolization of acetone
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丙酮烯醇化的双功能催化
DOI：
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发表时间：
1975
期刊：
影响因子：
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通讯作者：
W. Jencks
中科院分区：
文献类型：
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作者：
A. F. Hegarty;W. Jencks
发现丙酮烯醇化的三阶酸-碱催化项的Bronsted βAB值为0.15，溶剂同位素效应为kH2O/k/D2O/ = 2.0， C- H同位素效应为kH/kD = 5.8。结果表明，该反应是真正的双功能催化反应，醋酸离子将部分质子抽离，醋酸的质子在过渡态向羰基氧原子移动。
The third-order term for acid--base catalysis of acetone enolization was found to exhibit a Bronsted βAB value of 0.15, a solvent isotope effect of kH2O/k/D2O/ = 2.0, and a C--H isotope effect of kH/kD = 5.8. It is concluded that this reaction represents true bifunctional catalysis with partial proton abstraction by acetate ion and a significant movement of the proton of acetic acid toward the carbonyl oxygen atom in the transition state.