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Chirality Induction on a Coordination Capsule for Circularly Polarized Luminescence
Kentaro Harada1, Ryo Sekiya1, Takeharu Haino1
1Department of Chemistry, Graduate School of Advanced Science and Engineering, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima, Hiroshima, 739-8526, Japan.
Angewandte Chemie (International Ed. in English)
|July 29, 2022
Summary
Chiral templates create enantiomerically enriched coordination capsules. These capsules transfer chirality to guests, inducing circularly polarized luminescence for advanced chiroptical applications.
Area of Science:
- Supramolecular Chemistry
- Chirality Studies
- Materials Science
Background:
- Coordination capsules offer confined environments for molecular interactions.
- Chirality transfer in host-guest systems is crucial for asymmetric synthesis and chiral recognition.
- Achiral components can be templated to form chiral supramolecular structures.
Purpose of the Study:
- To develop a method for creating enantiomerically enriched coordination capsules using achiral components.
- To investigate the transfer of chirality from a chiral template to a supramolecular host.
- To demonstrate the application of induced chirality in capsules for generating chiroptical properties in guests.
Main Methods:
- Self-assembly of achiral components into coordination capsules.
- Incorporation of chiral tartaric acid derivatives as templates.
- Diastereoselective formation of host-guest complexes.
- Removal of chiral templates to yield enantiomerically enriched capsules.
- Chirality transfer to a dynamic axial chirality guest.
Main Results:
- Trimeric structures of acetic acid and tartaric acid derivatives formed within coordination capsules.
- Successful transfer of chirality from tartaric acid derivatives to the capsule, achieving up to 92% diastereomeric excess (de).
- Enantiomerically enriched capsules obtained after template removal.
- Demonstrated guest-to-capsule and capsule-to-guest chirality transfer with a 4,4'-diacetoxybiphenyl guest.
- Induced chirality in the guest enabled circularly polarized luminescence (CPL) in the near-infrared (NIR) region.
Conclusions:
- Achiral coordination capsules can be rendered chiral through templating with chiral molecules.
- This method allows for the creation of enantiomerically pure supramolecular hosts.
- The induced chirality within the capsule can be effectively transferred to guest molecules.
- The generated chiroptical properties, such as NIR CPL, highlight potential applications in sensing and molecular devices.
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