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

Autor: Suzuki N; Kobe University, Department of Chemical Science and Engineering, Graduate School of Engineering, Rokko, Nada, 657-8501, Kobe, JAPAN., Taura D; Meijo University, Department of Applied Chemistry, Graduate School of Science and Technology, 1-501 Shiogamaguchi, Tempaku-ku, 468-8502, Nagoya, JAPAN., Furuta Y; Meijo University, Department of Applied Chemistry, Graduate School of Science and Technology, 1-501 Shiogamaguchi, Tempaku-ku,, 468-8502, Nagoya, JAPAN., Ono Y; Hiroshima University, International Institute for Sustainability with Knotted Chiral Meta Matter (WPI-SKCM2), 2-313 Kagamiyama, 739-8527, Higashi-Hiroshima, JAPAN., Miyagi S; Hiroshima University, Department of Chemistry, School of Science, 1-3-1 Kagamiyama, 739-8526, Higashi-Hiroshima, JAPAN., Kameda R; Hiroshima University, Department of Chemistry, Graduate School of Advanced Science and Engineering, 1-3-1 Kagamiyama, 739-8526, Higashi-Hiro, JAPAN., Haino T; Hiroshima University, International Institute for Sustainability with Knotted Chiral Meta Matter (WPI-SKCM2), 1-3-1 Kagamiyama, 739-8526, Higashi-Hiroshima, JAPAN.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2024 Aug 25, pp. e202413340. Date of Electronic Publication: 2024 Aug 25.
DOI: 10.1002/anie.202413340
Abstrakt: 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.
(© 2024 Wiley‐VCH GmbH.)
Databáze: MEDLINE
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