Polymeric Carbon Nitride with Chirality Inherited from Supramolecular Assemblies

Adi Azoulay, Sapir Shekef Aloni, Lidan Xing, Ayelet Tashakory, Yitzhak Mastai, Menny Shalom

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

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 languageEnglish
Article numbere202311389
JournalAngewandte Chemie - International Edition
Volume62
Issue number40
Early online date15 Aug 2023
DOIs
StatePublished - 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.

FundersFunder number
Minerva Foundation117873
Israel Science Foundation601/21
PAZY Foundation119–2020

    Keywords

    • Carbon Nitride
    • Chiral Recognition
    • Chirality
    • Enantioselective Material
    • Supramolecular Assembly

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