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无过渡金属条件下通过芳基自由基与碲的 S2 反应合成不对称二芳基碲化物。

Transition-Metal-Free Synthesis of Unsymmetrical Diaryl Tellurides via S2 Reaction of Aryl Radicals on Tellurium.

机构信息

Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Osaka 599-8531, Japan.

出版信息

Molecules. 2022 Jan 26;27(3):809. doi: 10.3390/molecules27030809.

DOI:10.3390/molecules27030809
PMID:35164075
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8839872/
Abstract

Although diaryl tellurides are parent organotellurium compounds, their synthesis methods, especially for unsymmetrical ones, are limited. This may be due to the instability of diaryl tellurides and their synthesis intermediates under reaction conditions. Radical reactions are known to exhibit excellent functional group selectivity; therefore, we focused on a bimolecular homolytic substitution (S2) reaction between the aryl radical and diaryl ditelluride. Aryl radicals are generated from arylhydrazines in air and captured by diaryl ditellurides, resulting in a selective formation of unsymmetrical diaryl tellurides with high yields. The electronic effects of the substituents on both arylhydrazines and diaryl ditellurides on the S2 reaction of tellurium are also discussed in detail.

摘要

尽管二芳基碲化物是有机碲化合物的母体,但它们的合成方法,特别是对于不对称的二芳基碲化物,受到限制。这可能是由于二芳基碲化物及其合成中间体在反应条件下不稳定。自由基反应以对官能团具有优异的选择性而闻名;因此,我们专注于芳基自由基与二芳基二碲化物之间的双分子均裂取代(S2)反应。芳基自由基由空气中的芳基腙生成,并被二芳基二碲化物捕获,从而以高产率选择性地形成不对称的二芳基碲化物。还详细讨论了取代基对芳基腙和二芳基二碲化物在 S2 反应中对碲的电子效应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b85d/8839872/db8887c32536/molecules-27-00809-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b85d/8839872/79b8d56d49c5/molecules-27-00809-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b85d/8839872/45338f045a35/molecules-27-00809-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b85d/8839872/db8887c32536/molecules-27-00809-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b85d/8839872/79b8d56d49c5/molecules-27-00809-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b85d/8839872/45338f045a35/molecules-27-00809-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b85d/8839872/db8887c32536/molecules-27-00809-sch003.jpg

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本文引用的文献

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