Functional model oxygenations by nonheme iron complexes - Advances in Catalytic Activation of Dioxygen by Metal Complexes - page 192

The mechanism without formation of the hydroxyl radical was supported by
the reactions of with ferrous ions complexed with diethylenetriamine-
N,N',N",N" -pentaacetate (DTPA), 270 with nitriiotriacetate (NTA) or
ethylenediamine- N , N' -diacetate (EDDA), 271 and with 8-methyl-1,4-bis(2-
pyridylmethyl)-l,4,8-triazacycloundecane and 1-methyl-5,9-
bis(2-pyridylmethyl)-1,5,9-triazacyclododecane Zhang et al.
performed the reaction at neutral pH and scavenged a reactive intermediate by 2,2'-
azinobis(3-ethylbenzothiazoline-6-sulfonate) (ABTS), but not by bromide ion,
indicating that the strongly oxidative intermediate is not the hydroxyl radical.
Proposed mechanisms for the reactions of and complexes are shown in
Scheme 7. This system was applied to hydroxylation of aromatic compounds:

Zhang
et al. 269 and Dunforld 283 has summarized the current state of mechanisms in Scheme
7.

In the biomimetic monooxygenations of alkane and alkene, Yamamoto and
Kimura reported trans -epoxide formation from olefins with in

acetonitrile. 284 Sugimoto and Sawyer performed epoxidation of
and monooxygenation of some organic substances by a
system. 285, 286 They found further efficient and selective epoxidation of various
alkenes and monooxygenation of organic substrates including alkanes by a
system in acetonitrile. 287-291 The most effective catalyst systems were
and

or
was proposed as the reactive intermediates, which may