Selective and Efficient Oxidation of Aldehydes to Corresponding Carboxylic Acids Using Titanium(IV) Oxyacetylacetonate and Dioxygen
摘要
The study presents efficient catalytic oxidation of aldehydes to their corresponding carboxylic acids using a titanium-based catalytic system, TiO(acac)2/solvent/O2, in the presence of molecular oxygen. The oxidation reactions proceed under mild conditions demonstrating high catalytic activity and selectivity. The system shows promising results for aliphatic and aromatic aldehydes, including linear and branched substrates, e.g. octanal, heptanal and hexanal, which are completely converted to their respective carboxylic acids with high yields. The oxidation of natural aldehyde such as (±)-citronellal ((±)-3,7-dimethyl-6-octenal) was also selective, leading to the formation of corresponding citronellic acid, indicating that the catalytic system can accommodate and maintain specificity for substrate with branched or functionalized aliphatic chains. The influence of parameters, such as catalyst amount, solvent and temperature effects, and substrate concentration effect was systematically studied. The optimized system exhibited good recyclability over multiple runs without catalyst isolation. Due to its stability, cost-effectiveness, and operational simplicity, TiO(acac)2/solvent/O2 represents a promising alternative to existing oxidation systems for applications in fine chemical synthesis. A plausible reaction mechanism is proposed.