Abstract
The dehydrogenative cross-coupling is a hot topic of contemporary organic synthesis. The anodic cross-coupling reaction of aromatic substrates is established without necessity of leaving functionalities or mediating catalyst. Employment of electric current as terminal oxidant is reagent-free and consequently, avoids the generation of reagent waste since only electrons are flowing. The method can be conducted in an undivided cell, is suitable for scale-up and inherently safe. Therefore, it is highly attractive for a sustainable synthesis. The key for this electroorganic synthesis is the use of 1,1,1,3,3,3-hexafluoroisopropanol as electrolyte component.[1] The high hydrogen-bonding donor capability allows a decoupling of oxidation potential from the nucleophilicity.[2] This solvent effect can be controlled by the addition of methanol or water.[3] By this method we were able to make in almost exclusive selectivity ortho-meta coupled 2,3’-biphenols,[4] non-symmetric 2,2-biphenols,[5] and phenol-arene cross-coupling products.[6]
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