A new synthetic approach to porphyrin-α-diones and a -2,3,12,13-tetraone: building blocks for laterally conjugated porphyrin arrays
Promarak, Vinich; Burn, Paul L.; Promarak Vinich; The Dyson Perrins Laboratory, University of Oxford; Burn Paul L.; The Dyson Perrins Laboratory, University of Oxford
Журнал:
Journal of the Chemical Society, Perkin Transactions 1
Дата:
2001
Аннотация:
We report the first use of the Dessâ Martin periodinane (DMP) for the oxidation of an arylamine to an α-dione. The methodology is illustrated by the preparation of free-base and metal chelated porphyrin-α-diones in up to 52% yield by oxidation of 2-aminoporphyrins with the DMP. We also found that DMP could be used to oxidise a 2,3-diaminoporphyrin to a porphyrin-α-dione in good yield with other free-base diaminoporphyrin isomers forming a trans-porphyrintetraone in 20% yield.
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