کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1315487 | 976034 | 2008 | 7 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Kinetics and mechanism of triethylamine-catalyzed 1,3-proton shift: Optimized and substantially improved reaction conditions for biomimetic reductive amination of fluorine-containing carbonyl compounds
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی معدنی
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چکیده انگلیسی
Kinetic study of the triethylamine (TEA)-catalyzed isomerization of imine, derived from benzylamine and trifluoroacetophenone to the corresponding N-benzylidene-2,2,2-trifluoro-1-(phenyl)ethylamine has revealed concerted nature of the mechanism of this reaction via a virtually unionized transition state. As a synthetic bonus of this kinetic study, we found that application of a polar solvent (acetonitrile) and four equivalents of TEA provide for optimal reaction conditions at high concentrations. We demonstrate that application of these reaction conditions allows to substantially increase the reaction rates, chemical yields and results in cleaner formation of the target products.
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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Fluorine Chemistry - Volume 129, Issue 5, May 2008, Pages 409–415
Journal: Journal of Fluorine Chemistry - Volume 129, Issue 5, May 2008, Pages 409–415
نویسندگان
Péter Nagy, Hisanori Ueki, Dmitrii O. Berbasov, Vadim A. Soloshonok,