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Keto-Enol/Enolate Equilibria in the Isochroman-4-one System. Effect of a β-Oxygen Substituent

…, AJ Kresge, Q Meng, RA More O'Ferrall…

文献索引:Chiang; Kresge; Meng; More O'Ferrall; Zhu Journal of the American Chemical Society, 2001 , vol. 123, # 47 p. 11562 - 11569

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被引用次数: 15

摘要

The enol of 1-tetralone was generated flash photolytically, and rates of its ketonization were measured in aqueous HClO4 and NaOH solutions as well as in CH3CO2H, H2PO4- ,(CH2OH) 3CNH3+, and NH4+ buffers. The enol of isochroman-4-one was also generated, by hydrolysis of its potassium salt and trimethylsilyl ether, and rates of its ketonization were measured in aqueous HClO4 and NaOH. Rates of enolization of the two ketones were ...