کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5288564 | 1385831 | 2006 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
One- versus two-electron reaction pathways in the electrocatalytic reduction of benzyl bromide at silver cathodes
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: One- versus two-electron reaction pathways in the electrocatalytic reduction of benzyl bromide at silver cathodes One- versus two-electron reaction pathways in the electrocatalytic reduction of benzyl bromide at silver cathodes](/preview/png/5288564.png)
چکیده انگلیسی
The electrocatalytic reduction of benzyl bromide at a silver cathode has been investigated in acetonitrile in the absence and presence of acids, using cyclic voltammetry (CV) and controlled-potential electrolysis (CPE). CV gives rise to two reduction waves, which represent the dissociative 1eâ reduction of PhCH2Br to PhCH2 and Brâ followed by a further reduction of the benzyl radical to PhCH2- at more negative potentials. The charge stoichiometry (1eâ vs 2eâ/molecule) and product distribution depend on the applied potential and reaction medium. In the absence of added acids, the reduction of PhCH2Br at potentials of the first wave is a 1eâ process mainly yielding bibenzyl, whereas toluene becomes the principal product at potentials beyond the second wave. The addition of acids strongly modifies the dependence of selectivity on the applied potential. The presence of a strong acid changes the mechanism of the process, which now becomes a 2eâ reduction to toluene, even at potentials corresponding to the first reduction wave.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 47, Issue 44, 30 October 2006, Pages 7735-7739
Journal: Tetrahedron Letters - Volume 47, Issue 44, 30 October 2006, Pages 7735-7739
نویسندگان
Abdirisak A. Isse, Alessio De Giusti, Armando Gennaro,