ANTIOXIDANT ACTIVITY OF POLYPHENOLS
99
[12,32,33], the experimental information on BDE for
O H bonds in PP is highly limited [27,35]. It could be
possible to make an attempt to correlate k1 for PP with
BDE calculated by using quantum-chemical methods,
since extensive studies of such a kind have been pub-
lished recently [27,36–41]. Unfortunately, the BDE
values calculated for PP vary over rather a wide range
when going from one work to another. For instance,
the reported calculated values of BDE for catechol
were (in kcal/mol): 72.8 [38], 74.7 [27], and 77.9 [41],
which are visibly less than the experimental value of
80.5 [35]. Under these circumstances, we are forced
to restrict our consideration to a general tendency. As
calculations suggest, BDE decreases when the number
of adjusted O H groups increases from one to three.
For instance, the work [27] reported the following val-
ues of BDE (in kcal/mol): 88 for phenol, ∼77 for PP
with catechol moiety, and 72 for pyrogallol derivatives
(the latter value belongs to the middle OH group [27]).
At the same time, phenolics with two O H groups in
the metaposition (resorcinol derivatives) show a very
small if any decrease in BDE as compared to phenol
[42]. As for derivatives of gallic acid, the calculated
value of BDE is significantly higher than in pyrogal-
lols derivatives and is close to that in catechols [27].
The mentioned values of BDE are generally in line
with the reactivity of PP as reported in Table I.
12. Roginsky, V. A. Phenolic Antioxidants. Efficiency and
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International Journal of Chemical Kinetics DOI 10.1002/kin