Journal of the American Chemical Society

On the magnitude of primary isotope effects for proton abstraction from carbon

DJ Hupe, ER Pohl

Index: Hupe; Pohl Journal of the American Chemical Society, 1984 , vol. 106, # 19 p. 5634 - 5640

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Citation Number: 15

Abstract

Abstract: Primary deuterium isotope effects have been measured for the loss of an a proton from 4-(4-nitrophenoxy)-2-butanone. The isotope effect data showed that no significant change in transition-state structure occurred in the same region of oxyanion catalyst pK, range that does exhibit a large change in p value. This confirms the previous assertion that the dramatic curvature in the Brernsted plot for proton abstraction by oxyanions from ...

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