  Sila-cyclic rings are a class of organosilicon cyclic compounds and have
abundant application in organic chemistry and materials science. However, it is
still challenging to synthesize compounds with sila-cyclic rings in solution
chemistry due to their low solubility and high reactivity. Recently, on-surface
synthesis was introduced into organosilicon chemistry as 1,4- disilabenzene
bridged nanostructures were obtained via coupling between bromo-substituted
molecules and silicon atoms on Au(111). Here, we extend this strategy for
syntheses of silole derivatives and graphene nanoribbons with eight-membered
sila-cyclic rings from 2,2',6,6'- tetrabromobiphenyl and
1,4,5,8-tetrabromonaphthalene on Au(111), respectively. Their structures and
electronic properties were investigated by a combination of scanning tunneling
microscopy/spectroscopy and density functional theory calculations. This work
demonstrates a generality of this synthesis strategy to fabricate various
silicon incorporated nanostructures.
