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Acta Chimica Sinica ›› 1981, Vol. 39 ›› Issue (3): 215-227. Previous Articles Next Articles
曾广植, 严家(泩生), 沈定璋
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ZENG GUANG-ZHI(TSENG KUANG-CHIH), YAN JIA-SHENG, SHEN DING-ZHANG
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The following points derived from a kinetic study of the Knorr-Paal condensation prove that its mechanism can be no other than a simple carbonyl addition and eliminative dehydration: (1) It has the most striking feature of a characteristic bell-shaped graph of reaction rate as a function of pH. (2) It has unusually large negative activation entropy as well as extremely low activation enthalpy. (3) For the conden-sation of ρ-qrethogyaniline and β-diketone with ρ-substituted benzoic acids as catalysts, it also has the characteristic Brönsted α value 0.25. (4) It has a Hammett plot of ρ+=-0.881 which also correlates with the rates mnch better than ρ- or ρ. (5) These condensations have excellent LFR with those of acetylacetone with the same group of anilines.
ZENG GUANG-ZHI(TSENG KUANG-CHIH), YAN JIA-SHENG, SHEN DING-ZHANG. A STUDY ON THE MECHANISM OF KNORR-PAAL CONDENSATIONS Ⅰ.[J]. Acta Chimica Sinica, 1981, 39(3): 215-227.
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