The biomimetic oxidation of dieldrin using polyhalogenated metalloporphyrins

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Fumio Hino and David Dolphin


Abstract

Biomimetic oxidation of dieldrin produces the same metabolites as generated in vivo, which suggest a ‘radical oxygen- rebound’ mechanism.


References

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  8. The cooxidant (0.66 mmol) was added with stirring, at room temperature, in ten equal portions every 30 min to a solution of the porphyrin catalyst (0.032 mmol) in 10 ml of solvent (A, B, or C). An hour after the last addition of cooxidant the mixture was poured onto water (50 ml) and CH2Cl2(50 ml). After separation the aqueous phase was extracted with CH2Cl2(2 × 20 ml). The combined organic phases were dried over MgSO4, filtered and concentrated to 1 ml which was applied to a thick layer silica TLC plate and developed with light petroleum–EtOAc (5∶1).
  9. The isolated products had identical NMR and IR spectra to authentic samples..
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