The reaction mechanism for the organocatalytic ring-opening polymerization of l-lactide using a guanidine-based catalyst: hydrogen-bonded or covalently bound?

@article{Chuma2008TheRM,
  title={The reaction mechanism for the organocatalytic ring-opening polymerization of l-lactide using a guanidine-based catalyst: hydrogen-bonded or covalently bound?},
  author={Anthony Chuma and Hans W. Horn and William C. Swope and Russell C. Pratt and Lei Zhang and Bas G G Lohmeijer and Charles G Wade and Robert M Waymouth and James L. Hedrick and Julia E. Rice},
  journal={Journal of the American Chemical Society},
  year={2008},
  volume={130 21},
  pages={6749-54}
}
We have investigated two alternative mechanisms for the ring-opening polymerization of l-lactide using a guanidine-based catalyst, the first involving acetyl transfer to the catalyst, and the second involving only hydrogen bonding to the catalyst. Using computational chemistry methods, we show that the hydrogen bonding pathway is considerably preferred over… CONTINUE READING