From One‐Dimensional Disordered Racemate to Ordered Racemic Conglomerates through Metal‐Coordination‐Driven Self‐Assembly at the Liquid‐Solid Interface

Author:

Hu Tianze1,Minoia Andrea2,Velpula Gangamallaiah1,Ryskulova Kanykei3,Van Hecke Kristof4,Lazzaroni Roberto2,Mali Kunal S.1,Hoogenboom Richard3,De Feyter Steven1

Affiliation:

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

2. Laboratory for Chemistry of Novel Materials Materials Research Institute University of Mons Place du Parc 20 7000 Mons Belgium

3. Supramolecular Chemistry Group Centre of Macromolecular Chemistry Department of Organic and Macromolecular Chemistry Ghent University Krijgslaan 281 S4 9000 Ghent Belgium

4. XStruct, Department of Chemistry Ghent University Krijgslaan 281 S3 9000 Ghent Belgium

Abstract

AbstractIn recent years, there has been significant focus on investigating and controlling chiral self‐assembly, specifically in the context of enantiomeric separation. This study explores the self‐assembly behavior of 4‐dodecyl‐3,6‐di(2‐pyridyl)pyridazine (DPP−C12) at the interface between heptanoic acid (HA) and highly oriented pyrolytic graphite (HOPG) using a combination of scanning tunneling microscopy (STM) and multiscale molecular modeling. The self‐assembled monolayer structure formed by DPP−C12 is periodic in one direction, but aperiodic in the direction orthogonal to it. These structures resemble 1D disordered racemic compounds. Upon introducing palladium [Pd(II)] ions, complexing with DPP−C12, these 1D disordered racemic compounds spontaneously transform into 2D racemic conglomerates, which is rationalized with the assistance of force‐field simulations. Our findings provide insights into the regulation of two‐dimensional chirality.

Funder

Fonds Wetenschappelijk Onderzoek

China Scholarship Council

Fonds De La Recherche Scientifique - FNRS

Waalse Gewest

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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