Fluorous biphase oxidation of ethyl benzene and benzyl alcohol catalyzed by perfluoroalkyl phthalocyanine complexes

被引：16
作者：
Qiu, Tao [1 ,2 ]
Xu, Xiaoyong [1 ]
Qian, Xuhong [1 ]
机构：
[1] E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China
[2] Jiangsu Polytech Univ, Inst Fine Chem, Changzhou 213164, Peoples R China
来源：
JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY | 2009年 / 84卷 / 07期
基金：
国家高技术研究发展计划(863计划); 中国国家自然科学基金;
关键词：
perfluoroalkyl phthalocyanines; fluorous biphasic catalysis; oxidation; ethyl benzene; benzyl alcohol; AEROBIC OXIDATION; SELECTIVE OXIDATION; METAL-COMPLEXES; ETHYLBENZENE; WATER; HYDROFORMYLATION; HYDROCARBONS; SEPARATION; ALDEHYDES; OLEFINS;
D O I：
10.1002/jctb.2132
中图分类号：
Q81 [生物工程学（生物技术）]; Q93 [微生物学];
学科分类号：
071005 ; 0836 ; 090102 ; 100705 ;
摘要：
BACKGROUND: Ketones and aldehydes are important organic chemicals as intermediates for the pharmaceutical and fine-chemical industries. The existing oxidation reactions to obtain ketones and aldehydes are no longer sustainable because of the large amount of waste generated and use of stoichiometric reagents: a cleaner catalytic oxidation system needs to be developed. RESULTS: The experimental results show that cobalt (II) tetra-(perfluorohexyl) phthalocyaninate delivered a high catalytic activity for the oxidation of ethyl benzene (35% conversion and 86% selectivity to acetophenone) at 90 degrees C under ambient pressure of oxygen. The catalyst could be recycled for at least four runs. For the oxidation of benzyl alcohol to benzaldehyde, a conversion of 6% was achieved but with a selectivity of 100% at 90 degrees C under 2 x 10(5) Pa O-2. CONCLUSION: Perfluoroalkyl metallophthalocyanines can be used for the fluorous biphasic oxidation of ethyl benzene and benzyl alcohol with molecular oxygen. The cobalt (II) tetra-(perfluorohexyl) phthalocyaninate exhibited the highest catalytic activity for the oxidation of ethyl benzene. The catalytic oxidation of benzyl alcohol using our method may be feasible in industrial applications. (C) 2009 Society of Chemical Industry
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页码：1051 / 1055
页数：5
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