کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
6616832 | 459625 | 2013 | 7 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Alkaloid induced enantioselective electroreduction of acetophenone
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
مهندسی شیمی
مهندسی شیمی (عمومی)
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چکیده انگلیسی
The feasibility of the enantioselective electroreduction of pro-chiral acetophenone was investigated at the silver cathode in an undivided cell for the first time. Electroreduction of acetophenone in the presence of cinchonidine (CD) yielded two main products: the optically active alcohol, and the dimer product pinacol with no optical rotation. The influence of water in the co-solvent (MeCN/H2O), supporting electrolyte, electrode material, current density, and the alkaloid type on the enantiomeric excesses (ee) and yield was investigated. Under the optimized conditions, the alcohol was obtained with a 21.6% ee and a 3.6% yield, whereas, an 83.2% yield and a 5.5Â dl/meso ratio were obtained for pinacol. The electrochemical behavior of the samples was also studied through cyclic voltammetry (CV). Finally, we proposed a possible induction mechanism based on the results of the electrolysis and CV.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Electrochimica Acta - Volume 107, 30 September 2013, Pages 320-326
Journal: Electrochimica Acta - Volume 107, 30 September 2013, Pages 320-326
نویسندگان
Bao-Li Chen, Yan Xiao, Xiao-Ming Xu, Heng-Pan Yang, Huan Wang, Jia-Xing Lu,