Abstract

The ozonization of bis(orthophenanthroline)-silver(I) nitrate has been investigated in thirteen non-aqueous solvents both with and without the addition of several Lewis acids. The solvents included (1) dimethylsulphoxide, (2) dimethylformamide, (3) chloroform, (4) carbon tetrachloride, (5) benzene, (6) acetonitrile, (7) n-heptane, (8) ethyl acetate, (9) tetrahydrofuran, (10) acetic anhydride, (11) glacial acetic acid, (12) nitromethane, (13) nitroethane. The Lewis acids included anhydrous aluminium chloride, anhydrous iron(III) chloride, boron trifluoride and silver(I) ion. The oxidation of the silver(I) complex to the silver(II) complex occurred only in the protonic acid solvents, (11), (12) and (13), but the silver(II) complex could be isolated only from acetic acid. Mechanisms of ozonization are proposed which involve the enhancement of the electrophilic character of the ozone molecule by the proton of the particular solvent.

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