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TEMPO/HCl/NaNO2 catalyst: A transition-metal-free approach to efficient aerobic oxidation of alcohols to aldehydes and ketones under mild conditions
Wang, Xinliang1; Liu, Renhua2; Jin, Yu1; Liang, Xinmiao1,2; Liang XM(梁鑫淼); Liang XM(梁鑫淼)
关键词Green Chemistry Homogeneous Catalysis Mechanistic Studies Oxidation Tempo
刊名CHEMISTRY-A EUROPEAN JOURNAL
2008
DOI10.1002/chem.200701818
14期:9页:2679-2685
收录类别SCI ; CCR
文章类型Review
部门归属18
项目归属1803
产权排名1;1
WOS标题词Science & Technology ; Physical Sciences
类目[WOS]Chemistry, Multidisciplinary
研究领域[WOS]Chemistry
关键词[WOS]IONIZATION MASS-SPECTROMETRY ; SELECTIVE OXIDATION ; ELECTROSPRAY-IONIZATION ; MOLECULAR-OXYGEN ; NITROXYL RADICALS ; SECONDARY ALCOHOLS ; OXOAMMONIUM SALTS ; BENZYLIC ALCOHOLS ; PALLADIUM NANOPARTICLES ; ATMOSPHERIC OXYGEN
英文摘要Hydrochloric acid, a very inexpensive and readily available inorganic acid, has been found to cooperate exquisitely with NaNO2/TEMPO in catalyzing the molecular-oxygen-driven oxidation of a broad range of alcohol substrates to the corresponding aldehydes and ketones. This transitionmetal-free catalytic oxidative conversion is novel and represents an interesting alternative route to the corresponding carbonyl compounds to the metal-catalyzed aerobic oxidation of alcohols. The reaction is highly selective with respect to the desired product when carried out at room temperature in air at atmospheric pressure. Notably, the use of very inexpensive NaNO2 and HCl in combination with TEMPO for this highly selective aerobic oxidation of alcohols in air at ambient temperature makes the reaction operationally and economically very attractive. ne results of mechanistic studies, performed with the aid of electrospray ionization mass spectrometry (ESI-MS), are presented and discussed. TEMPO, TEMPOH, and TEMPO+ were observed in the redox cycle by means of ESI-MS. On the basis of these observations, a mechanism is proposed that may provide an insight into the newly developed aerobic alcohol oxidation.
语种英语
原文出处查看原文
WOS记录号WOS:000254467400005
引用统计
被引频次:125[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/100183
专题中国科学院大连化学物理研究所
通讯作者Liang XM(梁鑫淼); Liang XM(梁鑫淼)
作者单位1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
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GB/T 7714
Wang, Xinliang,Liu, Renhua,Jin, Yu,et al. TEMPO/HCl/NaNO2 catalyst: A transition-metal-free approach to efficient aerobic oxidation of alcohols to aldehydes and ketones under mild conditions[J]. CHEMISTRY-A EUROPEAN JOURNAL,2008,14(9):2679-2685.
APA Wang, Xinliang,Liu, Renhua,Jin, Yu,Liang, Xinmiao,梁鑫淼,&梁鑫淼.(2008).TEMPO/HCl/NaNO2 catalyst: A transition-metal-free approach to efficient aerobic oxidation of alcohols to aldehydes and ketones under mild conditions.CHEMISTRY-A EUROPEAN JOURNAL,14(9),2679-2685.
MLA Wang, Xinliang,et al."TEMPO/HCl/NaNO2 catalyst: A transition-metal-free approach to efficient aerobic oxidation of alcohols to aldehydes and ketones under mild conditions".CHEMISTRY-A EUROPEAN JOURNAL 14.9(2008):2679-2685.
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