Kinetic effects of increased proton transfer distance on proton-coupled oxidations of phenol-amines.

@article{Markle2011KineticEO,
  title={Kinetic effects of increased proton transfer distance on proton-coupled oxidations of phenol-amines.},
  author={Todd F Markle and Ian J. Rhile and J. M. Mayer},
  journal={Journal of the American Chemical Society},
  year={2011},
  volume={133 43},
  pages={
          17341-52
        }
}
To test the effect of varying the proton donor-acceptor distance in proton-coupled electron transfer (PCET) reactions, the oxidation of a bicyclic amino-indanol (2) is compared with that of a closely related phenol with an ortho CPh(2)NH(2) substituent (1). Spectroscopic, structural, thermochemical, and computational studies show that the two amino-phenols are very similar, except that the O···N distance (d(ON)) is >0.1 Å longer in 2 than in 1. The difference in d(ON) is 0.13 ± 0.03 Å from X… Expand
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