Abstract
The facile synthesis of chiral materials is of paramount importance for various applications. Supramolecular preorganization of monomers for thermal polymerization has been proven as an effective tool to synthesize carbon and carbon nitride-based (CN) materials with ordered morphology and controlled properties. However, the transfer of an intrinsic chemical property, such as chirality from supramolecular assemblies to the final material after thermal condensation, was not shown. Here, we report the large-scale synthesis of chiral CN materials capable of enantioselective recognition. To achieve this, we designed supramolecular assemblies with a chiral center that remains intact at elevated temperatures. The optimized chiral CN demonstrates an enantiomeric preference of ca. 14 %; CN electrodes were also prepared and show stereoselective interactions with enantiomeric probes in electrochemical measurements. By adding chirality to the properties transferrable from monomers to the final product of a thermal polymerization, this study confirms the potential of using supramolecular precursors to produce carbon and CN materials and electrodes with designed chemical properties.
Original language | English |
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Article number | e202311389 |
Journal | Angewandte Chemie - International Edition |
Volume | 62 |
Issue number | 40 |
Early online date | 15 Aug 2023 |
DOIs | |
State | Published - 2 Oct 2023 |
Bibliographical note
Publisher Copyright:© 2023 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.
Funding
This work was partially supported by the Israel Science Foundation (ISF), Grant No. 601/21, Pazy Foundation (Grant No. 119–2020), and The Minerva Stiftung—Minerva centers and schools—No. 117873. The authors thank Dr. Keren Keinan‐Adamsky for NMR measurements, Dr. Merav Tsubery for elemental analysis measurements, Dr. Laurent Chabanne and Dr. Michael Volokh for fruitful scientific discussion, Dr. Jonathan Tzadikov for high‐resolution transmission electron microscopy, and Dr. Natalya Froumin from the scientific staff of the Ilse Katz Institute for Nanoscale Science and Technology for XPS measurements and analysis.
Funders | Funder number |
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Minerva Foundation | 117873 |
Israel Science Foundation | 601/21 |
PAZY Foundation | 119–2020 |
Keywords
- Carbon Nitride
- Chiral Recognition
- Chirality
- Enantioselective Material
- Supramolecular Assembly