Temperature‐Dependent Left‐ and Right‐Twisted Conformational Changes in 1 : 1 Host‐Guest Systems: Theoretical Modeling and Chiroptical Simulations

An efficient strategy for high-performance chiral materials is to design and synthesize host molecules with left- and right- (M- and P-)twisted conformations and to control their twisted conformations. For this, a quantitative analysis is required to describe the chiroptical inversion, chiral transfer, and chiral recognition in the host-guest systems, which is generally performed using circular dichroism (CD) and/or proton nuclear magnetic resonance (¹H NMR) spectroscopies. However, the mass-balance model that considers the M- and P-twisted conformations has not yet been established. In this study, we derived the novel equations based on the mass-balance model for the 1 : 1 host-guest systems. Then, we further applied them to analyze the 1 : 1 host-guest systems for the achiral calixarene-based capsule molecule, achiral dimeric zinc porphyrin tweezer molecule, and chiral pillar[5]arene with the chiral and/or achiral guest molecules by using the data obtained from the CD titration, variable temperature CD (VT-CD), and ¹H NMR experiments. The thermodynamic parameters (ΔH and ΔS), equilibrium constants (K), and molar CD (Δϵ) in the 1 : 1 host-guest systems could be successfully determined by the theoretical analyses using the derived equations.