Published TCIMAIL newest issue No.197
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Building Block for the Formation of Polycyclic Aromatic Compounds
Biphenylene (1) is a hydrocarbon with a strained four-membered ring moiety. The carbon-carbon bond linking two benzene rings of 1 is cleaved by the transition metal and then used in the formation of new carbon-carbon bonds with different chemical species.1) For instance, Itami and his co-workers introduced an annulative cross-coupling with biphenylene. They synthesized 2a and 2b as a separable mixture of diastereomers from 1 and 1,5,9-trichlorotriphenylene.2) Zhang et al. developed the palladium-catalyzed cross-coupling reaction of 2-alkylphenyl bromides with 1 through C(sp3)-H activation.3)
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References
- 1) Recent Advances of Biphenylene: Synthesis, Reactions and Uses
- 2) Creation of negatively curved polyaromatics enabled by annulative coupling that forms an eight-membered ring
- 3) Diastereoselective Construction of Eight-Membered Carbocycles through Palladium-Catalyzed C(sp3)−H Functionalization
