Oligo (quinoline-2, 3-diyl) s having a terminal bromo group were synthesized by the Suzuki– Miyaura coupling of 5, 8-disubstituted 2-bromoquinolin-3-ylboronic acid derivatives, and their helical structures were elucidated by a single-crystal X-ray analysis of the hexamer, UV measurements, and induction of a non-racemic helical sense by introduction of a chiral end group.