Experiments and calculations for determination of the stabilities of benzyl, benzhydryl, and fluorenyl carbocations: antiaromaticity revisited

TL Amyes, JP Richard, M Novak

文献索引：Amyes, Tina L.; Richard, John P.; Novak, Michael Journal of the American Chemical Society, 1992 , vol. 114, # 21 p. 8032 - 8041

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被引用次数: 87

摘要

Abstract: The following PKR values for the formation of benzyl, benzhydryl, and fluorenyl carbocations in 5050 (v: v) trifluoroethanol/water at I= 0.50 (NaC10,) were determined as PKR=-log (kHOH [H20]/kH), where kH is the second-order rate constant for acid-catalyzed reaction of the alcohol to form the carbocation and kHoH is the second-order rate constant for capture of the carbocation by water:(R', PKR); PhCH2+, 5-20; PhCH (Me)+,-15.4; PhC ( ...