Convenient Electrocatalytic Synthesis of Azobenzenes from Nitroaromatic Derivatives Using SmI2,ACS Catalysis

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Convenient Electrocatalytic Synthesis of Azobenzenes from Nitroaromatic Derivatives Using SmI2
ACS Catalysis ( IF 11.3 ) Pub Date : 2017-11-14 00:00:00 , DOI: 10.1021/acscatal.7b02940
Yu-Feng Zhang ₁ , Mohamed Mellah ₁

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The synthesis of azobenzenes has been a long-standing challenge. Their current preparation at a preparative or industrial scale requires stoichiometric amounts of environmentally unfriendly reactants. Herein, we demonstrate that the catalytic use of electrogenerated samarium diiodide (SmI₂) could promote, in one-step synthesis, the reduction of nitrobenzenes into azobenzenes in high yields under mild reaction conditions. This catalytic procedure contains many elements satisfying a sustainable chemical process for the preparation of one of the most widely wanted family of chemical compounds. The easy synthetic procedure, and the absence of precious metals, bases, and nonhazardous substances, already makes our catalytic procedure a serious alternative to currently available methods. This is a promising method for the efficient synthesis of both symmetrical and asymmetrical azo compounds with a high functional group tolerance.

中文翻译：

使用SmI ₂从硝基芳族衍生物方便地电催化合成偶氮苯

偶氮苯的合成一直是一项长期的挑战。他们目前在制备或工业规模上的制备需要化学计量的对环境不利的反应物。在这里，我们证明了电生成的二碘化（（SmI ₂）可以一步一步合成，在温和的反应条件下以高收率促进硝基苯还原为偶氮苯。该催化程序包含许多满足可持续化学过程的元素，可用于制备最广泛需要的化合物系列之一。易于合成的程序，以及没有贵金属，碱和无害物质的存在，已经使我们的催化程序成为目前可用方法的重要替代方案。这是有效合成具有高官能团耐受性的对称和不对称偶氮化合物的一种有前途的方法。

更新日期：2017-11-15

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