Internal return of carbon dioxide in decarboxylation: catalysis of separation and 12C/13C kinetic isotope effects.

@article{Mundle2009InternalRO,
  title={Internal return of carbon dioxide in decarboxylation: catalysis of separation and 12C/13C kinetic isotope effects.},
  author={S. Mundle and S. Rathgeber and G. Lacrampe-Couloume and B. Sherwood Lollar and R. Kluger},
  journal={Journal of the American Chemical Society},
  year={2009},
  volume={131 33},
  pages={
          11638-9
        }
}
It has been proposed that the decarboxylation of mandelylthiamin, the adduct of benzoylformate and thiamin, is uniquely catalyzed by protonated pyridines through a preassociation mechanism in which proton transfer competes with the internal return of carbon dioxide. Application of this mechanism suggests that the observed primary (12)C/(13)C kinetic isotope effect in the absence of catalyst is reduced in magnitude because diffusion of carbon dioxide is partially rate-determining. Where proton… Expand
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