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CC BY 4.0 · Organic Materials 2023; 05(02): 158-165
DOI: 10.1055/a-2106-9071
Original Article

Multi-Functionalization of Solid Support via Zn(II)-Mediated Chirality-Directed Self-Assembly

Max S. Overshiner
1   Division of Energy, Matter, and System, School of Science and Engineering, University of Missouri – Kansas City, Kansas City, Missouri 64110, USA
,
Shuyuan Tian
1   Division of Energy, Matter, and System, School of Science and Engineering, University of Missouri – Kansas City, Kansas City, Missouri 64110, USA
,
Kegan B. Morrow
1   Division of Energy, Matter, and System, School of Science and Engineering, University of Missouri – Kansas City, Kansas City, Missouri 64110, USA
,
Jailyn R. Wendt
1   Division of Energy, Matter, and System, School of Science and Engineering, University of Missouri – Kansas City, Kansas City, Missouri 64110, USA
,
John Zhou
1   Division of Energy, Matter, and System, School of Science and Engineering, University of Missouri – Kansas City, Kansas City, Missouri 64110, USA
,
Hannah M. Briggs
1   Division of Energy, Matter, and System, School of Science and Engineering, University of Missouri – Kansas City, Kansas City, Missouri 64110, USA
,
Gerardo B. Márquez
1   Division of Energy, Matter, and System, School of Science and Engineering, University of Missouri – Kansas City, Kansas City, Missouri 64110, USA
,
Kathleen V. Kilway
1   Division of Energy, Matter, and System, School of Science and Engineering, University of Missouri – Kansas City, Kansas City, Missouri 64110, USA
,
Shin A. Moteki 
1   Division of Energy, Matter, and System, School of Science and Engineering, University of Missouri – Kansas City, Kansas City, Missouri 64110, USA
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Abstract

Establishing a strategy for realizing programmed self-assembly is critical in manufacturing materials with functional hybrid structures. In this work, we introduce a robust methodology for enabling multi-component self-assembly using the concept of chirality-directed self-assembly. A specific combination of heterochiral Zn(II) methylene bis(oxazoline) (BOX) complexes can be selectively generated when combinations of enantiomers of chiral BOX ligands are mixed in the presence of Zn(Oac)2. The resulting Zn(II) BOX complexes, unlike non-covalent bonds, are highly stable and stay intact at elevated temperatures, yet can be reversibly disintegrated under mild conditions using EDTA. This approach can be easily applied to multi-functionalize various solid supports enabling the one-pot generation of multi-functional hybrid structures.

Key words

chirality-driven self-assembly - multi-functionalization - heterochiral metal–ligand complexes

Supporting Information



Publication History

Received: 18 February 2023

Accepted after revision: 30 May 2023

Accepted Manuscript online:
06 June 2023

Article published online:
27 June 2023

© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/).

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 

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