Arene monooxygenation

Arene hydrocarbon dioxygenases are capable of carrying out a number of reactions other than the introduction of both atoms of oxygen into the substrate. Illustrative examples of monooxygenation carried out by dioxygenases include the following ... 

Other examples of monooxygenation of arenes include the following ... 

Previous to this study, the Tolman group had also reported on complexes similar to the XYL-H model system which employ dinucleating triazacyclononane moieties linked by m- orp-xylyl groups. These systems form either (i-T) T] -peroxodicopper(II) complexes or bis-ji-oxo-dicopper(III) complexes, depending on conditions such as solvent, temperature, and concentration. Based on this report, the p.-Ti iri -peroxodicopper(II) complex leads to arene hydroxylation, similar to the XYL-H system, whereas the bis-ji-oxo-dicopper(IH) complex favors monooxygenation leading to N-dealkylation. 

Arene.. dioxygenases catalyze reactions other than dihydroxylation of aromatics. For example, toluene dioxygenase catalyzes monooxygenation of indene and indan to 1-indenol and 1-indanol, respectively [382], oxidation of polyhalogenated compounds such as trichloroethylene [eq. (24)] [363, 388-390], and stereoselective sulfoxidation of sulfides [391, 392]. 

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