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This work reports on iron-catalysed hydroxylation of benzene and toluene using aqueous H2O2. While benzene is hydroxylated with a high selectivity to phenol, toluene is hydroxylated to cresols with a high selectivity for the ortho and para-position. An inverse KIE indicates the presence of a high valent Fe=O species during catalysis.

Catalytic hydroxylation of benzene and toluene by an iron complex bearing a chelating di-pyridyl-di-NHC ligand