I want to evaluate whether the available literature experimental bond dissociation energy (BDE) values of the O-H bond of catechoxyl radical potentially incorporated the magnitude of the intramolecular hydrogen bonding in the ground state of the radical.
Hi Ameha,
I think it is hard to give a direct answer for such a specific question with little factual info. However, in case you found some experimental studies for this problem, then the values should incorporate all the interactions which stabilizes the H on the O and thus your experimental value will include stabilizing value of the O-H---O bond as well (you have to break this one too in order to remove that H). Note, that mechanism-wise it could be that actually the H which is not in the above H-bond dissociates, this seems at first more likely, that is the second hydrogen dissociates here: -O-H---O-H . In this case the intremolecular bond "catalyses" the dissociation as it sucks e- from the second O, weaking its O-H bond.
In case you want to get an estimate for the overall contribution for the intramolecular bond, you might look for experiments which performed the same but with e.g. 1-hydroxy 2-metoxy benzene, or similar compound where intramolecular H-bonds are more limited.
Hope this helps, let me know if I misunderstood your question.
/Tamas
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