Facile oxidation of a carbaporphyrin at the internal carbon atom: synthesis of novel benzo[18]annulene ketals†

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Michael J. Hayes, John D. Spence and Timothy D. Lash


Abstract

Treatment of benzocarbaporphyrin 2 with refluxing FeCl3 in CHCl3–alcohol mixtures leads to a remarkably selective oxidation at the interior carbon atom to produce dialkoxy products 5; these species show potentially valuable long wavelength absorptions in their UV–VIS spectra.


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