文献类型：期刊文献

英文题名：TEMPO/HCl/NaNO2 catalyst: A transition-metal-free approach to efficient aerobic oxidation of alcohols to aldehydes and ketones under mild conditions

作者：Wang, Xinliang[1]; Liu, Renhua[2]; Jin, Yu[1]; Liang, Xinmiao[1,2]

机构：[1] Dalian Institute of Chemical Physics, Institution Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China; [2] School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China

年份：2008

卷号：14

期号：9

起止页码：2679

外文期刊名：Chemistry - A European Journal

收录：EI(收录号：20084311648918)

语种：英文

外文关键词：Chlorine compounds - Redox reactions - Sodium compounds - Catalysis - Electrospray ionization - Transition metals - Mass spectrometry - Aldehydes - Ketones - Atmospheric pressure - Catalytic oxidation - Electrodeposition - Molecular oxygen

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 transition-metal- 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 temperaturemakes the reaction operationally and economically very attractive. The 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. ? 2008 Wiley-VCH Verlag GmbH & Co. KGaA.