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Palladium-Catalyzed Annulation of vic-Bis(pinacolatoboryl)alkenes and -phenanthrenes with 2,2′-Dibromobiaryls: Facile Synthesis of Functionalized Phenanthrenes and Dibenzo[g,p]chrysenes


  • This work was supported by Grants-in-Aid for Creative Scientific Research, No. 16GS0209, from the Ministry of Education, Culture, Sports, Science, and Technology (Japan) and The Asahi Glass Foundation.


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Double-cross: An annulation approach to functionalized polycyclic aromatic hydrocarbons involving a palladium-catalyzed double cross-coupling reaction of vic-diborylalkenes and -phenanthrenes with 2,2′-dibromobiaryls led to a variety of phenanthrenes and dibenzo[g,p]chrysenes, as well as [5]helicenes, dithienobenzenes, and triphenyleno[1,2-b:4,3-b′]dithiophenes (see scheme; Bpin=pinacolatoboryl).