Biomimetic oxidation of a trans isomer of permethrin, fenvalerate, together with the corresponding chrysanthemic acid and alcohol moieties was conducted using catalytic amounts of six iron-porphyrins having different substituents, not only at beta- and meso-positions but also the axial ligand of iron in the presence of hydrogen peroxide or meta-chloroperbenzoic acid as an oxidant. The several degradation products via cleavage of ester and ether linkages and hydroxylation were identified and some were found to be in vivo metabolites previously reported in plants, animal and insects. The introduction of electron-withdrawing substituents at beta- and meso-positions of a porphyrin ring resulted in higher conversion and the weak electron donor as the axial ligand of iron was found to increase the oxidative reactivity of porphyrin.
        
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Fukushima M, Katagi T (2009) Iron-Porphyrin catalyzed oxidation of permethrin and fenvalerate Journal of Pesticide Science34: 241-252
Fukushima M, Katagi T (2009) Journal of Pesticide Science34: 241-252