Adsorption of Prochiral Solvent Molecules by Surface‐Confined Chiral Supramolecular Assemblies: How Solvent Impacts on‐Surface Chirality-Reference-Cited by-同舟云学术

Adsorption of Prochiral Solvent Molecules by Surface‐Confined Chiral Supramolecular Assemblies: How Solvent Impacts on‐Surface Chirality

Published:2024-09-03 Issue: Volume: Page:
ISSN:0947-6539
Container-title:Chemistry – A European Journal
language:en
Short-container-title:Chemistry A European J

Author:

Ozawa Yu¹,Hashimoto Shingo¹,Sato Yuta¹,Sato Kazuya¹,Yokoyama Takumi¹,Machida Yoshihito¹,De Feyter Steven²,Tobe Yoshito³⁴^ORCID,Tahara Kazukuni¹^ORCID

Affiliation:

1. Department of Applied Chemistry School of Science and Technology Meiji University 1-1-1 Higashimita Tama-ku, Kawasaki, Kanagawa 214-8571 Japan

2. Division of Molecular Imaging and Photonics Department of Chemistry KU Leuven Celestijnenlaan 200 F 3001 Leuven Belgium

3. The Institute of Scientific and Industrial Research Osaka University Ibaraki, Osaka 567-0047 Japan

4. Department of Applied Chemistry National Yang Ming Chiao Tung University 1001 Ta Hsueh Road Hsinchu 30030 Taiwan

Abstract

AbstractThe understanding of supramolecular chirality in self‐assembled molecular networks (SAMNs) on surfaces generates a lot of interest because of its relation to the production of chiral sensors, reactors, and catalysts. We herein report the adsorption of a prochiral solvent molecule in porous SAMNs formed by a chiral dehydrobenzo[12]annulene (cDBA) derivative. Through the prochirality recognition of a solvent molecule, the supramolecular chirality of the SAMN is switched: the cDBA exclusively forms a counter‐clockwise pore through co‐adsorption of the solvent molecule in prochiral 1,2,4‐trichlorobenzene, while in 1‐phenyloctane it produces the opposite chiral, clockwise pore. The prochirality recognition of the solvent molecule in the chiral SAMN pores is attributed to the adaptable conformational changes of the chiral chains of the cDBA molecule.

Funder

Ontario Ministry of Health and Long-Term Care

KU Leuven

Publisher

Wiley

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