Chiral Solvent-Induced Homochiral Hierarchical Molecular Assemblies at the Liquid/Solid Interface

We herein investigate the formation of homochiral hierarchical self-assembled molecular networks (SAMNs) via chirality induction by the coadsorption of a chiral solvent at the liquid/graphite interface by means of scanning tunneling microscopy (STM). In a mixture of achiral solvents, 1-hexanoic acid...

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Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 40(2024), 29 vom: 23. Juli, Seite 15071-15079
1. Verfasser: Maeda, Matsuhiro (VerfasserIn)
Weitere Verfasser: De Feyter, Steven, Tahara, Kazukuni
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2024
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article
Beschreibung
Zusammenfassung:We herein investigate the formation of homochiral hierarchical self-assembled molecular networks (SAMNs) via chirality induction by the coadsorption of a chiral solvent at the liquid/graphite interface by means of scanning tunneling microscopy (STM). In a mixture of achiral solvents, 1-hexanoic acid, and 1,2,4-trichlorobenzene, an achiral dehydrobenzo[12]annulene (DBA) derivative with three alkoxy and three hydroxy groups in an alternating manner forms chiral hierarchical triangular cluster structures through dynamic self-sorting. Enantiomorphous domains appear in equal probability. On the other hand, in chiral 2-methyl-1-hexanoic acid as a solvent, this molecule produces (i) homochiral small triangular clusters at a low solute concentration, (ii) a chirality-biased hierarchical structure consisting of triangular cluster structures with different cluster sizes at a medium concentration, and (iii) a dense structure with no chirality bias at a high concentration. We attribute the concentration-dependent degree of the chirality transmission to the number of coadsorbed solvent molecules in the SAMNs and to the difference in nucleus structure and size in the initial stage of the SAMN formation
Beschreibung:Date Revised 23.07.2024
published: Print-Electronic
Citation Status PubMed-not-MEDLINE
ISSN:1520-5827
DOI:10.1021/acs.langmuir.4c01430