The concept of topological chirality is traced from its historic origi
ns to its present-day connection to chemistry. In contrast to geometri
cal chirality, the topological chirality of molecules depends on model
s of bonding and is not directly tied to experimentally observable chi
rality phenomena. Nevertheless, studies dealing with the topological c
hirality and achirality of molecular graphs have played a significant
role in an area where chemistry and topology intersect.