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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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Catalytic Conversion of 2-Naphthol to 2-hydroxy-1,4-naphthoquinone Under Mild Conditions

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Chinese Journal of Chemistry 2004年第5期22卷 487-491页

作者：阎雁郭红卫菅文平杨克儿佟珊玲方赤光李青常新 Department of Chemistry Shantou University Shantou Guangdong 515063 China College of Chemistry Jilin University Changchun Jilin 130023 China The Sanitary Detect Center of Jilin Province Changchun Jilin 130012 China

2-hydroxy-1,4-naphthaquinone (HNQ) was selectively synthesized from catalytic oxidation of 2-naphthol by molecular oxygen over tetra(4-methoxyl-phenyl)porphyrinate iron(III) chloride (TMOPPFeCl) catalyst in an alkali methanol solution under mild conditions. The influences of solvents, temperature, time, as well as amounts of cata-lysts and alkali were studied. The quantitative data show that 32.9% of 2-naphthol (0.093 mol/dm3) was catalyti-cally converted to HNQ with the selectivity of 100% at 323 K for 9 h over TMOPPFeCl catalyst (2.54×10-4 mol/dm3) in alkali media (30 mL of methanol containing 2.5 mol/dm3 of NaOH) by flowing molecular oxygen (flowing rate of 45 mL/min).

关键词： porphyrinate iron chloride 2-naphthol oxygen oxidation 2-hydroxy-1,4-naphthoquinone

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