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Social Self-Sorting of Quasi-Racemates: A Unique Approach for Dual-Pore Molecular Crystals.


ABSTRACT: Despite recent advances in porous organic molecular crystals, the engineering of dual-pore systems within the intermolecular voids remains a significant challenge. In this study, we have achieved the crystallization-induced social self-sorting of "quasi-racemic" dialdehydes into a macrocyclic imine. X-ray crystallographic analysis unambiguously characterizes the resulting structure as incorporating two quasi-racemate pairs with four diamine molecules. Notably, different alkyl substituents on the quasi-racemates afford two types of one-dimensional pores within the macrocyclic imine crystal. The different adsorption properties of these pores were substantiated through adsorption experiments. An intriguing helical arrangement of guest molecules was observed within one of the pores. This study provides pioneering evidence that the social self-sorting of quasi-racemates offers a new methodology for creating dual-functional supramolecular materials.

SUBMITTER: Kimoto M 

PROVIDER: S-EPMC11229008 | biostudies-literature | 2024 Jul

REPOSITORIES: biostudies-literature

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Social Self-Sorting of Quasi-Racemates: A Unique Approach for Dual-Pore Molecular Crystals.

Kimoto Momoka M   Sugiyama Shoichi S   Kumano Keigo K   Inagaki Satoshi S   Ito Suguru S  

Journal of the American Chemical Society 20240625 26


Despite recent advances in porous organic molecular crystals, the engineering of dual-pore systems within the intermolecular voids remains a significant challenge. In this study, we have achieved the crystallization-induced social self-sorting of "quasi-racemic" dialdehydes into a macrocyclic imine. X-ray crystallographic analysis unambiguously characterizes the resulting structure as incorporating two quasi-racemate pairs with four diamine molecules. Notably, different alkyl substituents on the  ...[more]

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