86659-40-7Relevant academic research and scientific papers
Oxidation by Cobalt(III) Acetate. Part 12. Stereoselective Formation of threo-1-Phenylpropane-1,2-diol Monoacetate in Oxidation of β-Methylstyrenes Unsubstituted and Substituted with Electron-donating Groups by Cobalt(III) and Manganese(III) Acetate in Acetic Acid
Hirano, Masao,Hamaguchi, Takayoshi,Zhang, Xiumin,Morimoto, Takashi
, p. 2141 - 2146 (2007/10/02)
Stereochemistry in oxidation of β-methylstyrenes unsubstituted and substituted with electron-donating groups (H, p-MeO, and p-Me) by cobalt(III) and mangenese(III) acetate in acetic acid or in acetic acid containing trifluoroacetic acid has been studied. threo-1-Arylpropane-1,2-diol monoacetates were the main products in the oxidations of both E- and Z-alkenes by these oxidants.These results are explained in terms of the difference in stabilities between intermediate (11) and (14).
Electron-transfer Processes: Oxidation of α- and β-Alkenylbenzenes by Peroxydisulphate in Acetic Acid
Citterio, Attilio,Arnoldi, Claudio,Giordano, Claudio,Castaldi, Grasiano
, p. 891 - 896 (2007/10/02)
Oxidation of α- and β-unsaturated alkylbenzenes by peroxydisulphate in acetic acid gives side-chain acetoxylation with formation of the corresponding glycol diacetates and compounds (10), respectively.The reaction is catalysed by transition-metal salts, among which cupric acetate gives the best results.Generally, electron-releasing substituents on the benzene ring increase the yield and improve the selectivity.The same substrates are oxidized in water under Ag+ catalysis to the corresponding aldehydes.The different behaviour in the two solvents is ascribed to the difference in reactivity between the primary oxidation products and the starting olefin, whereas the initial oxidation step is suggested to occur in both cases via an electron-transfer process from the olefin to the sulphate radical anion.
