Paper
Mechanistic Studies on Oxidation Reaction of Ethane-Bridged Porphyrin Dimers to trans-Ethylene-Bridged Species
Published Aug 5, 1993 · DOI · V. Borovkov, G. Ponomarev, A. Ishida
Chemistry Letters
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Abstract
A facile aerobic oxidation of 1,2-bis(meso-octaethylporphyrinyl)ethane and other similar dimers to the corresponding trans-1,2-bis(meso-porphyrinyl)ethenes in several organic acids has been studied by UV-vis and 1H NMR spectroscopy and the general mechanism of the oxidation has been proposed. The key step of the oxidation is monoprotonation of the two porphyrin rings in dimer followed by two electron oxidation.
The aerobic oxidation of 1,2-bis(meso-octaethylporphyrinyl)ethane to trans-1,2-bis(meso-porphyrinyl)ethenes involves monoprotonation of two porphyrin rings followed by two electron
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