 | ||
Bicalicene is polycyclic hydrocarbon with chemical formula C16H8, composed of linked two cyclopentadiene ring and two cyclopropene ring.
Contents
Synthesis
Bicalicene is prepared by treatment of 1,2-bis(tert-butylthio)-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.
References
Bicalicene Wikipedia(Text) CC BY-SA