Abstract: Chirality describes the phenomenon in which an object cannot be superimposed on its mirror image. Such molecules and their mirror images are termed enantiomers. In stereochemistry, chirality can be classified into configurational chirality and conformation-based chirality. Configurational chirality stems from fixed spatial arrangements of atomic connectivity, whereas conformational chirality arises from transient asymmetry induced by single-bond rotation. Unlike configurational chirality, conformation-based chirality represents a unique form of dynamic chirality, in wchich molecules devoid of configurational chirality exhibit chirality in specific conformations. This article discusses the chiral conformations of meso-tartaric acid, biphenyl, and pillar[5]arene. Furthermore, based on experimental findings, it explores the application of pillar[5]arene’s dynamic conformational chirality in detecting amino acids with cryptochirality.

Key words: Chirality, Conformation, Configuration, Dynamic racemization, Cryptochirality, Pillararene