A methodology for the synthesis of monodisperse homoconjugated oligomers (dimer, trimer, and tetramer) derived from cofacial7,7-diphenylnorbornane (DPN) is described. Extended aromatic homoconjugation is observed in these oligomers as revealed by the electronicspectra. The effective homoconjugation length (EHL) is in the range of 4-5 DPN subunits.