Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
Institut für Organische Chemie, Technische Universität Graz, Stremayrgasse 9, 8010, Graz, Austria.
Chemistry. 2019 Feb 21;25(11):2713-2716. doi: 10.1002/chem.201805737. Epub 2019 Jan 29.
A simple and selective electrochemical synthesis by dehydrogenative coupling of unprotected 2,6- or 2,5-substituted phenols to the desired 4,4'-biphenols is reported. Using electricity as the oxidizing reagent avoids pre-functionalization of the starting materials, since a selective activation of the substrates takes place. Without the necessity for metal-catalysts or the use of stoichiometric reagents it is an economic and environmentally friendly transformation. The elaborated electrochemical protocol leads to a broad variety of the desired 4,4'-biphenols in a very simplified manner compared to classical approaches. This is particular the case for the cross-coupled products.
报道了一种通过未保护的 2,6-或 2,5-取代苯酚的脱氢偶联来简单且选择性地电化学合成所需的 4,4'-联苯酚的方法。使用电作为氧化剂避免了起始材料的预官能化,因为底物发生了选择性的活化。由于不需要金属催化剂或使用化学计量的试剂,因此这是一种经济且环保的转化。与经典方法相比,所阐述的电化学方案以非常简化的方式得到了广泛的所需 4,4'-联苯酚,特别是对于交叉偶联产物。