The one-electron oxidation of biphenyl-2-ylethylenes. Subsequent chemical reactivity controlled by electron return or proton transfer

R Lapouyade, P Villeneuve, A Nourmamode…

文献索引：Lapouyade, Rene; Villeneuve, Patrice; Nourmamode, Aziz; Morand, Jean-Pierre Journal of the Chemical Society, Chemical Communications, 1987 , p. 776 - 778

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被引用次数: 7

摘要

Biphenyl-2-ylethylenes react with (4-BrC6H4) 3N˙+ SbCl6–to give the radical cation of the electrocyclization product which initiates a protic catalysis to the related fluorenes or, in presence of 2, 6-di-t-butylpyridine or water, lead stoicheiometrically to phenanthrenes; with photochemical oxidants only phenanthrenes or 9, 10-dihydrophenanthrenes are obtained, with an efficiency related to the polarity of the solvent and the relative energies of the ...