VCD used to study the interactions of chiral molecules

The intermolecular interactions of two kinds of chiral molecules intercalated in layered double hydroxide are clarified by vibrational circular dichroism spectroscopy.

Solid-state vibrational circular dichroism (VCD) was applied for studying the intermolecular interactions of chiral molecules intercalated in layered double hydroxide (Zn-Al LDH). As organic compounds, phenylalanine (Phe) and tartaric acid (Tart) were co-intercalated into Zn-Al LDH. The intensity of the VCD signals due to Phe was remarkably dependent on the interaction with Tart. With the help of theoretical simulation, the association structures between Phe and Tart were elucidated by analyzing the VCD spectra.

Recently solid-state vibrational circular dichroism (SD-VCD) is attracting intense attention as an efficient method to evaluate the intermolecular interactions of organic chiral molecules (guests) included in solid materials (hosts). We intercalated two kinds of chiral molecules, phenylalanine (Phe) and tartaric acid (Tart), into Zn-Al layered double hydroxide (LDH). The intercalation was carried out by the standard coprecipitation method. The compound was denoted as Phe/Tart/LDH. The chemical composition and interlayer distance indicated that Phe and Tart were present in the interlayer space of LDH. When the VCD spectra were measured on Phe/Tart/LDH, the intensity of the VCD signals due to Phe was dependent on the interaction with Tart. With the help of theoretical calculation, the analyses of the VCD results led to the conclusion that both Phe and Tart coexisted in the same interlayer space of LDH, forming an associate through electrostatic and hydrogen bonding interactions. The results demonstrate the utility of the SD-VCD method for determining the detailed conformation of chiral molecule included in solid hosts.

Reference URL: https://doi.org/10.1016/j.clay.2023.107108

Bibliographic Information

Synthesis of phenylalanine and tartaric acid intercalated layered double hydroxide (LDH): Investigation of two kinds of chiral molecules interaction in interlayer space of LDH using solid-state vibrational circular dichroism
uthor:Sumio Aisawa, Chika Chida, Honoka Ida, Jing Sang, Hidetoshi Hirahara, Hisako Sato
Magazine:Applied Clay Science
Date of Publication:August 23, 2023
DOI:https://doi.org/10.1016/j.clay.2023.107108

Fundings

  • Japan Society for the Promotion of Science(JSPS) KAKENHI Grant Number: JP20K21090,JP22H02033,JP22K0526

Media

  • Evidence of two kinds of chiral molecule interaction in the interlayer space of LDH by means of solid-state vibrational circular dichroism

    Evidence of two kinds of chiral molecule interaction in the interlayer space of LDH by means of solid-state vibrational circular dichroism

    Schematic illustration of L-Phe/D-Tart/LDH

    credit : Sumio Aisawa , Iwate University
    Usage Restriction : Please get copyright permission

Contact Person

Name : Hisako Sato
Phone : +8189-927-9599
E-mail : sato.hisako.yq@ehime-u.ac.jp
Affiliation : Faculty of Science