Literature DB >> 24644088

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

Bernd Elsler1, Dieter Schollmeyer, Katrin Marie Dyballa, Robert Franke, Siegfried R Waldvogel.   

Abstract

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.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CC coupling; anodic biaryl synthesis; green chemistry; oxidative coupling; phenol cross-coupling

Mesh:

Substances:

Year:  2014        PMID: 24644088     DOI: 10.1002/anie.201400627

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  31 in total

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10.  Metal-Free Electrochemical Synthesis of Sulfonamides Directly from (Hetero)arenes, SO2 , and Amines.

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