کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
9614384 | 48537 | 2005 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Rhodium-catalyzed enantioselective hydrogenation of ketopantolactone
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
مهندسی شیمی
کاتالیزور
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: Rhodium-catalyzed enantioselective hydrogenation of ketopantolactone Rhodium-catalyzed enantioselective hydrogenation of ketopantolactone](/preview/png/9614384.png)
چکیده انگلیسی
Hydrogenation of ketopantolactone was investigated on a 5Â wt.% Rh/Al2O3 catalyst modified by cinchonidine (CD) and its O-methyl (MeOCD) and O-phenyl (PhOCD) derivatives. Weakly polar solvents, moderate pressure, and relatively high modifier/substrate ratios were advantageous for enantioselection. Chiral modification resulted in significant rate acceleration. The major enantiomer was (R)-pantolactone in the presence of CD and MeOCD, while an inversion was observed when using the bulky PhOCD. The similar ees measured with CD and MeOCD indicated that the OH function of CD is not involved in the enantioselection. The nonlinear behaviour of CD-PhOCD mixtures is probably due to the weaker adsorption of the latter modifier on rhodium. The highest ee achieved in this study with CD was 40%, less than half of that reported for CD-modified platinum. The lower efficiency of the rhodium-cinchona system is attributed partly to the weaker adsorption of the modifier and the faster hydrogenation of the quinoline ring of the alkaloid resulting in a gradual loss of enantioselectivity at high pressures.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Molecular Catalysis A: Chemical - Volume 242, Issues 1â2, 1 December 2005, Pages 151-155
Journal: Journal of Molecular Catalysis A: Chemical - Volume 242, Issues 1â2, 1 December 2005, Pages 151-155
نویسندگان
Mihaela Maris, Tamas Mallat, Alfons Baiker,