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Citation: ZHU Chen-Jie, WEI Yun-Yang, JI Lei, ZHANG Qian. Oxidation of Alcohols to Corresponding Aldehydes and Ketones with Polystyrene-supported Hypervalent Iodine Oxidant and Functional Ionic Liquid[J]. Chinese Journal of Applied Chemistry, ;2010, 27(3): 267-271. doi: 10.3724/SP.J.1095.2010.90235 shu

Oxidation of Alcohols to Corresponding Aldehydes and Ketones with Polystyrene-supported Hypervalent Iodine Oxidant and Functional Ionic Liquid

Institute of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094

Received Date: 31 March 2009
Revised Date: 4 June 2009

A selective and mild PS-DIB(diacetoxyiodo polystyrene)/ionic-liquid immobilized 2,2,6,6-tetramethyl-piperidin-4-ol-N-oxyl(TeMPO) catalytic oxidation procedure of alcohols to the corresponding aldehydes and ketones in ionic liquid[bmim]BF₄ at room temperature was developed.The oxidant PS-DIB was prepared via the iodation and acetylation of polystyrene resin.For the preparation of the ionic-liquid immobilized TeMPO(TeMPO-IL) catalyst,4-(2,2,6,6-Tetramethyl-1-oxyl-4-piperidoxyl)butyl bromide was first synthesized from TeMPO and 1,4-dibromobutane.The TeMPO-IL was then obtained via the quaternization of 1-methyl-1H-imidazole with TeMPO-IL followed by ion exchange with NaBF₄.The PS-DIB/TeMPO-IL catalytic system was applied to the oxidation of a variety of alcohols to their corresponding aldehydes or ketones selectively.No carboxylic acid was detected under the experimental conditions.In the case of the oxidation of benzyl alcohol,the oxidant,catalyst and the solvent can be recovered and reused for 5 times without decreasing the benzyl alcohol conversions and yields.
- polystyrene,
- task-specific ionic liquid,
- oxidation,
- alcohol
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