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Université de Fribourg

Oxidative rearrangements of tricyclic vinylcyclobutane derivatives

Grota, Juliane ; Mattay, Jochen ; Piech, Krzysztof ; Bally, Thomas

In: Chemistry - A European Journal, 2006, vol. 12(17), p. 4559-4567

Three tricyclic vinylcyclobutanes (3-methylenetricyclo[5.3.0.02,6]decanes 1-3) have been subjected to ionization by photoinduced electron transfer in solution and by X-irradiation in Ar matrices. All three compounds undergo oxidative cycloreversion; the cleavage of the four-membered ring, however, occurs in a different direction depending on the presence of a methyl group...

Université de Fribourg

Radical Cations of Phenyl-Substituted Aziridines: What Are the Conditions for Ring Opening ?

Gaebert, Carsten ; Mattay, Jochen ; Toubartz, Marion ; Steenken, Steen ; Müller, Beat ; Bally, Thomas

In: Chemistry - A European Journal, 2005, vol. 11(4), p. 1294-1304

Radical cations were generated from different phenyl-substituted aziridines by pulse radiolysis in aqueous solution containing TlOH.+, N₃. or SO₄.- as oxidants or in n-butyl chloride, by ⁶⁰Co γ radiolysis in Freon matrices at 77 K, and in some cases by flash photolysis in aqueous solution. Depending on the substitution pattern of the aziridines, two...