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Hydrolysis of Orthocarbonates. Evidence for Charge Imbalance in the Transition State for the General Acid Catalyzed Process

P Kandanarachchi, ML Sinnott

文献索引:Kandanarachchi, Pramod; Sinnott, Michael L. Journal of the American Chemical Society, 1994 , vol. 116, # 13 p. 5601 - 5606

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被引用次数: 7

摘要

Abstract: Catalytic constants have been measured for the hydrolysis of a range of aryl orthocarbonates, in which both the leaving group and trioxocarbenium ion moiety have been systematically varied, by neutral carboxylic acids (trichloroacetic, difluoroacetic, dichloroacetic, malonic, chloroacetic, and acetic) at 70.0 OC in 60% water-409b acetonitrile, I= 1. OM (KC1). Curvature cannot be detected in Brransted plots involving carboxylic acids ...