• Medientyp: E-Artikel
  • Titel: Cross‐Dehydrogenative Homocoupling of 2‐Aryl‐N‐heterocycles and Application to the Synthesis of Phenylpyridine Borane Dimers
  • Beteiligte: Gao, Longhui; Feuillastre, Sophie; Clavier, Gilles; Pieters, Grégory
  • Erschienen: Wiley, 2023
  • Erschienen in: European Journal of Organic Chemistry, 26 (2023) 17
  • Sprache: Englisch
  • DOI: 10.1002/ejoc.202201164
  • ISSN: 1434-193X; 1099-0690
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  • Beschreibung: AbstractA method for the synthesis of 2‐aryl‐N‐heterocyclic dimers via a cross‐dehydrogenative homocoupling (homo‐CDC) has been developed using commercially available Ruthenium on charcoal as catalyst and iron trichloride as oxidant. A large variety of heterocyclic scaffolds and functional groups are tolerated and a complete regioselectivity resulting from the activation of the less sterically hindered C−H bonds was observed for meta‐substituted substrates. Starting from several homocoupling products obtained, a series of pyridine‐borane complexes was synthesized and the impact of the dimerization on their photophysical properties was studied and rationalized using theoretical calculations.