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Synthesis 1996; 1996(6): 769-772
DOI: 10.1055/s-1996-4286
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An Improved Synthesis of 1,4-cis,exo-Hexa- or Tetrahydromethano- or -ethanobiphenylene Derivatives Catalyzed by Palladium Complexes

Marta Catellani* , Lorenzo Ferioli
  • *Dipartimento di Chimica Organica e Industriale dell’Università, V.le delle Scienze, 43100 Parma, Italy, Fax +39(0521)905472; E-mail: catell@vaimo.cce.unipr.it
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Publication Date:
31 December 2000 (online)

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A direct way to prepare cis,exo-hexahydromethano- or -ethanobiphenylene derivatives involving intramolecular aromatic C-H activation is reported. It consists of the palladium-catalyzed reaction of a rigid olefin with an aryl halide in dimethyl formamide in the presence of potassium carbonate.

biphenylene derivatives - strained rings - aromatic C-H activation - palladium - catalysis