The helical electronic structure of various allenes and spiropentadienes is evident from their frontier MOs, but seldom manifests in experimentally relevant effects because MOs of both helicities are always doubly occupied in closed-shell systems. Helical electron delocalization is mediated by the partial occupation of the helical MOs, and therefore becomes important in the radical cations. We limited this study to cations that are clear cases of JT or pseudo-JT distortion. However, there are several longer cumulenes, polyynes, and spiroconjugated molecules that distort through torsion in their cations (some are briefly discussed in the first part of the results section). While torsion in such systems can be driven by several factors, our results here suggest that the π-systems can play a major role through a helical conjugation mechanism similar to the one in allene and spiropentadiene.