6533b7d9fe1ef96bd126d700

RESEARCH PRODUCT

Metal- and reagent-free highly selective anodic cross-coupling reaction of phenols.

Siegfried R. WaldvogelBernd ElslerKatrin Marie DyballaRobert FrankeRobert FrankeDieter Schollmeyer

subject

ElectrolysisFormic acidInorganic chemistryGeneral ChemistryCatalysisCoupling reactionCatalysislaw.inventionchemistry.chemical_compoundchemistryPhenolslawMetalsReagentOxidizing agentOxidative coupling of methaneIndicators and ReagentsMethanolElectrodes

description

The direct oxidative cross-coupling of phenols is a very challenging transformation, as homo-coupling is usually strongly preferred. Electrochemical methods circumvent the use of oxidizing reagents or metal catalysts and are therefore highly attractive. Employing electrolytes with a high capacity for hydrogen bonding, such as methanol with formic acid or 1,1,1,3,3,3-hexafluoro-2-propanol, a direct electrolysis in an undivided cell provides mixed 2,2′-biphenols with high selectivity. This mild method tolerates a variety of moieties, for example, tert-butyl groups, which are not compatible with other strong electrophilic media but vital for later catalytic applications of the formed products.

10.1002/anie.201400627https://pubmed.ncbi.nlm.nih.gov/24644088