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Selective Oxidation of Aromatic Olefins Catalyzed by Copper(II) Complex in Micellar Media  ( SCI-EXPANDED收录 EI收录)   被引量:7

文献类型:期刊文献

英文题名:Selective Oxidation of Aromatic Olefins Catalyzed by Copper(II) Complex in Micellar Media

作者:Li, Xiao-Hong Mi, Chun Liao, Xiao-Hong Meng, Xiang-Guang

第一作者:Li, Xiao-Hong;李小红

通信作者:Meng, XG[1]

机构:[1]Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Sichuan, Peoples R China;[2]Guizhou Inst Technol, Sch Pharmaceut Engn, Guiyang 550003, Guizhou, Peoples R China

第一机构:Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Sichuan, Peoples R China

通信机构:corresponding author), Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem, Chengdu 610064, Sichuan, Peoples R China.

年份:2017

卷号:147

期号:10

起止页码:2508-2514

外文期刊名:CATALYSIS LETTERS

收录:;EI(收录号:20173604111177);Scopus(收录号:2-s2.0-85028549054);WOS:【SCI-EXPANDED(收录号:WOS:000411875100005)】;

基金:This work has been supported by the National Natural Science Foundation of China (No. 21273156).

语种:英文

外文关键词:Catalysis; Selective oxidation; Aromatic olefins; Micelle; Kinetics

摘要:The selective oxidation of aromatic olefins 1,2-dimethoxy-4-vinylbenzene (DEVB) and 2-methoxy-4-vinylphenol (MOVP) by H2O2 into 1-(3,4-dime-thoxyphenyl)ethanol (MVA) and 1-(4-hydroxy-3-methoxyphenyl)ethanol (HMOPE) catalyzed by copper(II) complex CuL (L = 6,8,15,17-tetramethyl-7,16-dihydrodibenzo-1,4,8,11-tetraazacyclotetradecine) were achieved in cationic surfactant cetyl trimethylammonium bromide (CTAB), anionic surfactant sodium dodecyl benzene sulfonate (SDBS) and nonionic surfactant Triton X-100 (TX-100) micellar media, respectively. Micelle showed great influence on both reaction rate and selectivity of product. Aromatic olefins could be oxidized into corresponding aromatic ketones in aqueous solution, but into secondary alcohols in micellar media. The combination of TEMPO and CuL/H2O2 resulted in relatively fast reaction rate and S > 96% selectivity of aromatic ketones. The reaction rate constants, k (1), k (2) and k (3) for three oxidation reactions pathways: olefin to ketone, olefin to alcohol and alcohol to ketone were obtained, respectively. The kinetic study indicated that the CuL catalyzed oxidation of olefins by H2O2 to alcohols was a relatively rapid and major reaction and ketone was generated by the direct oxidation of olefins, not by further oxidation of alcohol in micellar media.

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