Treatment of 2equiv of indole-3-aldehyde with o, m, p-xylyl, 2, 5-dimethoxy-p-xylyl dibromides and 4, 4′-bis (bromomethyl)-1, 1′-biphenyl gave the bisalkylated products, which underwent McMurry coupling with low valent titanium to give indolophanes. Various cis-stilbenophanes with m-terphenyl building blocks were also synthesized by application of the McMurry coupling technique.