Why are proton transfers at carbon slow? Self-exchange reactions.

Abstract

When the quantum character of proton transfer is taken into account, the intrinsic slowness of self-exchange proton transfer at carbon appears as a result of its nonadiabatic character as opposed to the adiabatic character of proton transfer at oxygen and nitrogen. This difference is caused by the lesser polarity of C-H bonds as compared to that of O-H and… (More)

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