• Media type: E-Article
  • Title: Facile and Selective Cross‐Coupling of Phenols Using Selenium Dioxide
  • Contributor: Quell, Thomas; Beiser, Nicole; Dyballa, Katrin M.; Franke, Robert; Waldvogel, Siegfried R.
  • imprint: Wiley, 2016
  • Published in: European Journal of Organic Chemistry
  • Language: English
  • DOI: 10.1002/ejoc.201600886
  • ISSN: 1434-193X; 1099-0690
  • Keywords: Organic Chemistry ; Physical and Theoretical Chemistry
  • Origination:
  • Footnote:
  • Description: <jats:p>Nonsymmetric biphenols are important structural motifs in organic chemistry. Therefore, an easy and versatile protocol for oxidative cross‐coupling is essential to generate these so‐called “privileged ligands”. We developed an efficient and selective oxidative pathway to synthesize 2,2′‐biphenols as well as 2,4′‐ and 4,4′‐biphenols. The use of selenium dioxide, a stable, powerful, and commercially available oxidizer, in 1,1,1,3,3,3‐hexafluoroisopropanol allowed the oxidative coupling of alkyl‐, alkoxy‐, and halogen‐substituted phenols.</jats:p>