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- W2078347593 abstract "Kinetic isotope effects on specific acid-catalyzed protonation of ring-substituted α-methoxystyrenes in 50/50 (v/v) H2O/D2O were calculated from the yields of the α-CH3 and α-CH2D groups at the ring-substituted acetophenone product, determined by 1H NMR analysis and using φH = 0.69 for fractionation of deuterium between L2O and L3O+. There is a small change in the kinetic isotope effect from 5.6 for protonation of 4-methoxystyrene to 5.0 for protonation of 3,5-dinitrostyrene as the driving force for proton transfer is changed by 9.0 kcal/mol. The intercepts of Arrhenius-type plots of the product isotope effects for protonation of these two styrenes, (AH/AD) = 1.00 and 0.95, are consistent with a semiclassical model for proton transfer in which there is minimal tunneling of the transferred hydron through the reaction barrier at T = 278−359 K." @default.
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- W2078347593 date "2007-08-01" @default.
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- W2078347593 title "A Simple Method To Determine Kinetic Deuterium Isotope Effects Provides Evidence that Proton Transfer to Carbon Proceeds over and Not through the Reaction Barrier" @default.
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- W2078347593 doi "https://doi.org/10.1021/ja073679g" @default.
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