A systematic study of the photochemical ring-closure of bis (arylvinyl) arenes, using circularly polarized light, is described and commented. In the two series of compounds 5a–e and 6a–e, the observed optical yields follow a similar trend; no asymmetric syntheses were observed in the case of the higher benzologues of [10] helicene, using a 290–370 nm irradiation band, circularly polarized at 313 nm.