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Flash Photolysis of. alpha.-Diazonaphthoquinones in Aqueous Solution: Determination of Rates and Equilibria for Keto-Enol Tautomerization of 1-Indene-3-carboxylic …

JIK Almstead, B Urwyler, J Wirz

文献索引:Almstead, Ji-In Kim; Urwyler, Bernhard; Wirz, Jakob Journal of the American Chemical Society, 1994 , vol. 116, # 3 p. 954 - 960

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被引用次数: 52

摘要

Abstract: Flash photolysis of either 1-diazo-2 (1H) naphthalenone (la) or 2-diazo-1 (2H) naphthalenone (lb) generates benzofulven-8-one (2). Hydrolysis of ketene 2 forms benzofulvene-8, 8-dio1 (3), the enol tautomer of indene-3-carboxylic acid (4). pH rate profiles for the reactions 2-3 and 3-4 were determined in aqueous solution. Ketonization of 3 is catalyzed by acid and by base. Catalysis by protons saturates in strongly acidic ...