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Citation: TANG Rui-Ren, LIU Chang-Hui, LUO Yi-Ming, GUO Can-Cheng. Studies on the Catalytic Oxidation of β-Ionone to 4-Oxo-β-Ionone[J]. Chinese Journal of Applied Chemistry, ;2006, 23(7): 718-723. shu

Studies on the Catalytic Oxidation of β-Ionone to 4-Oxo-β-Ionone

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a School of Chemistry and Chemical Engineering, Central South University, Changsha 410083;
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b Department of Chemistry and Environmental Engineering, Hunan City Univeristy, Yiyang;
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c School of Chemistry and Chemical Engineering, Hunan University, Changsha

Corresponding author: TANG Rui-Ren,
Received Date: 9 August 2005
Available Online: 25 November 2005
Fund Project: 国家自然科学基金资助项目(20436010) (20436010)

A series of L-histidine Schiff bases that include Sal-His (H₂L¹),Br-Sal-His (H₂L²),NO₂-Sal-His (H₂L³) and their Cu(Ⅱ) complexes were synthesized,and the catalytic behavior of Schiff-base-Cu for the oxidation of β-ionone to 4-oxo-β-ionone as well as the effects of substitutents on these properties were examined.The effects of reaction temperature,reaction time,molar ratio of catalyst to β-ionone, the amount of pyridine additive and O₂ pressure on the catalytic activity of the various catalysts were optimized and a probable catalytic mechanism was proposed.The results showed that the catalytic performances of Schiff-base-Cu(Ⅱ) complexes were affected by substituted groups and enhanced by additive pyridine.The main product was 4-oxo-β-(ionone) with a yield of 50.2% and a purity over 98.5% under O₂ pressure(1 MPa) at 75℃ with additive pyridine over catalyst CuL² in 10 h.The structures of L-histidine Schiff bases,their Cu(Ⅱ) complexes and oxidation product were characterized by IR,MS,¹H NMR and EA.The excessive β-ionone and the catalysts can be reused via vacuum distillation and filtration.
- β-ionone,
- oxo-β-ionone,
- Schiff base,
- Cu(Ⅱ) complex,
- catalytic oxidation
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