The Journal of Organic Chemistry

Intramolecular imidazole-promoted general-base catalysis of the hydrolysis of an acetylimidazole

RS Brown, RG Clewley

文献索引：Brown, R.S.; Clewley, R.G Journal of Organic Chemistry, 1987 , vol. 52, # 7 p. 1216 - 1218

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被引用次数: 3

摘要

Intramolecular general-base catalysis of the hydrolysis of an acetylimidazole by imidazole is assessed by studying the hydrolysis of 2-(imidazol-2-ylmethyl)-N-acetylimidazole (3). The pH vs. log kOM profile exhibits three major domains that consist of HzO attack on the protonated acetylimidazolium unit, OH-attack on the neutral material, and an intramolecular general-base catalysis of HzO on the neutral species. Consistent with the latter is a ...