Bicalicene
Bicalicene is polycyclic hydrocarbon with chemical formula C16H8, composed of linked two cyclopentadiene ring and two cyclopropene ring. There are two isomers: cis-bicalicene and trans-bicalicene.Synthesis
Bicalicene is prepared by treatment of 1,2-bis-3,3-dichlorocyclopropene with cyclopentadiene anion, followed by desulfurizing stannylation with tributyltin hydride and silica gel.Properties
trans-Bicalicene is polycyclic aromatic hydrocarbon with 16 pi electrons due to positive charge on the carbon atom of triangular ring and a negative charge on the carbon atom of pentagonal ring.
cis-Bicalicene is an antiaromatic hydrocarbon.
