Citation: YU Wei-Feng, MENG Xiang-Guang, LIU Ying, LI Xiao-Hong. Selective Oxidation of 4-Methoxymandelic Acid Catalyzed by Mononucleonic and Binucleonic Metal Complexes[J]. Acta Physico-Chimica Sinica, ;2013, 29(09): 2041-2046. doi: 10.3866/PKU.WHXB201306282 shu

Selective Oxidation of 4-Methoxymandelic Acid Catalyzed by Mononucleonic and Binucleonic Metal Complexes

1.
Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China

Received Date: 26 April 2013
Available Online: 28 June 2013
Fund Project: 国家自然科学基金(21073126, 21273156)资助项目 (21073126, 21273156)

Three kinds of mononucleonic metal complexes of L¹Cu, L¹Co, and L¹Mn (L¹=N,N'-bis-(2-hydroxyethyl)-malondiamide), and three kinds of binucleonic metal complexes of L²Cu, L²Co, and L²Mn (L²= N,N'-bis{2-(2-hydroxyethylamino)ethyl}-malondiamide) were prepared. These complexes exhibited od catalytic performance for the selective oxidation of 4-methoxymandelic acid (4-MMA) by H₂O₂ in buffer solution, with >96% selectivity to anisaldehyde (AAD) and a small percentage to 4-methoxybenzoic acid (4-MBA). However, the reaction rates were quite different for these catalytic systems, in which the copper complex was the best candidate as the catalyst for the oxidation of 4-MMA. The binucleonic complexes displayed obviously better catalytic performance than the mononucleonic complexes. The effect of the applied buffers (tartaric acid (TA), H₃O₄, HAc) on the catalytic performance in terms of activities and selectivities for the oxidation of 4-MMA by H₂O₂ were investigated. The reaction kinetics of 4-MMA oxidation catalyzed by six complexes was studied in detail. The apparent first-order rate constants (k_obs) were obtained in the pH range of 2.5 to 4.5. The pHeffect on the catalytic oxidation was discussed in this paper.
- 4-Methoxymandelic acid,
- Metal complex,
- Selective oxidation,
- Decarboxylation,
- Lignin
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沈阳化工大学材料科学与工程学院沈阳 110142