ORGN 154 |
| We found that interaction of potassium benzophenone with nitrobenzene in dioxane is proceeded differently than the analogical reaction with 4-nitropyridine-N-oxide. From ketyl instead of benzophenone, triphenyl carbinol (the main reaction product) and benzoic acid are formed. Triphenylcarbinol formation and crystal violet base we were observing in the reactions of benzophenone potassium ketyls and Michler's ketone with pyridine bases of N-oxides, but these processes were proceeded as accessorial. Nitrobenzene in these conditions converted in products mixture, from which azoxybenzene is isolated. Ketyl interaction with nitrobenzene is a stage process. Firstly, obviously two-electron acidic splitting of anion-radical occurs with oxygen atom transfer from nitro-compound to molecular products formation of oxidation –reduction and phenyl radical. The last one recombined with resulted ketyl, forming triphenylcarbinol.
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Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |