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Studies on QSAR of metalloporphyrin catalysts in the oxidation of cyclohexane to adipic acid

Frontiers of Chemical Science and Engineering 2007年第2期1卷 155-161页

作者： CHEN Yixia SHE Yuanbin XU Jing LI Yan Institute of Green Chemistry and Fine Chemicals and Department of Chemistry and Chemical Engineering College of Environmental and Energy EngineeringBeijing University of TechnologyBeijing 100022China

The catalysis of chloridized metalloporphyrins in the oxidation of cyclohexane to adipic acid was systemati-cally *** turnover numbers(TON)data of 19 catalysts were obtained experimentally under optimal reac-tion conditions,and 2.4x106 TON for T(o-Cl)PP-MnIIICl catalyst at 2.0x10–6 mol/L of dosage was reached under the conditions of dioxygen pressure of 2.5 MPa at 150°C for 4 *** was the best result reported for this reaction up to *** QSAR models for each concerned metallopor-phyrin were established,where the catalytic activity was significantly correlated with the ELUMO(the energy level of the lowest unoccupied molecule orbit)and LM-N(the bond length between metal-nitrogen atoms).Using the QSAR models,four new metalloporphyrins with substituted nitro group were designed,and their catalytic activities were *** experimental TON data of newly designed porphyrins were in good agreement with the predicted ones,and the square of their correlation coefficient was more than *** above results demonstrated that the proposed structure-activity relationship model could be applied to design some new metalloporphyrin catalysts,and to predict their catalytic activity in cyclohexane oxidation.

关键词： metalloporphyrin catalyst quantitative structure-activity relationship(QSAR)model cyclohexane oxidation adipic acid

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Catalytic Oxidative Conversion from Naphthol to 2-Hydroxy-1, 4-naphthoquinone over Iron Porphyrin catalysts by Molecular Oxygen in an Alkaline 2-Propanol Solution

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Chemical Research in Chinese Universities 2005年第3期21卷 326-333页

作者： YANGKe-er TONGShan-ling YANYan KANGEn-hua XIAOFeng-shou LIQing CHANGXin FANGChi-guang DepartmentofChemistry InstituteofAdrancedMaterialsShantouUniversityShantou515063ChinaP.R. CollegeofChemistry JilinUniversityChangchun130023ChinaP.R. TheSanitationCenterofInspection＆TestofJilinProvince Changchun130012P.R.China

In an alkaline 2-propanol solution with 5,10,15,20-tetra(4-methoxyl phenyl) porphyrin iron chloride(TOMPPFeCl) as a catalyst and oxygen as a cheap green oxidant, 2-naphthol was conversed to 2-hydroxy-\{1,4-naphthoquinone(HNQ)\} with a yield of 62.17% and a selectivity of 100%, and the conversion number of TMOPPFeCl catalyst was 8.32/min. The catalytic oxidation products were characterized by means of UV-Vis, IR, GC-MS, ~ 1H NMR and melting point determination. In this catalytic oxidation, the catalytic activity of TMOPPFeCl was researched in detail and the reacting conditions were optimized. A possible reaction mechanism is summarized based on in situ EPR determination.

关键词： Catalytic oxidation Naphthol 2-Hydroxy-1,4-naphthoquinone Molecular oxygen metalloporphyrin catalyst 2-Propanol

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