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May 6, 2026ChemSystemsChem0 citationsOpen Access

Non‐Covalent Interactions Enable Hierarchical Self‐Assembly in TeTrazine‐Bearing Systems: From Soft Matter to Mesogens

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LTLucrezia TrevisanWGWilliam T. GallondeVDVincent Dorcet

Key Points

  • This research aims to explore the self-assembly properties of tetrazine-bearing compounds and the influence of non-covalent interactions.
  • Investigated tetrazine compounds with chiral side chains.
  • Examined non-covalent interactions driving self-assembly.
  • Characterized the aggregation process using rheology.
  • Explored the formation of liquid crystals and mesophases in solid state.
  • Established structure-property relations in tetrazine systems.
  • Identified H bonding as a major driver of self-assembly.
  • Demonstrated formation of supramolecular gel networks.
  • Highlighted the first occurrence of columnar mesophases in tetrazine-bearing species.

Abstract

ABSTRACT Tetrazines are heterocyclic aromatic molecules with notable properties, such as elevated electron affinity, yet their supramolecular self‐assembly properties are scarcely investigated. In this work, a novel family of compounds featuring a central tetrazine core is presented, where structure‐property relations are established upon introducing linear or branched chiral side chains. Different non‐covalent interactions enable self‐assembly in the system, where H bonding emerges as the main driving force responsible for the aggregation process, leading to the formation of supramolecular gel networks that are characterized by rheology. Additionally, in the solid state, the presence of liquid crystals is explored, highlighting the formation of columnar mesophases, reported here for the first time in tetrazine‐bearing species. This study provides fundamental structure—self‐assembly properties in the liquid and solid state, highlighting the relevance of non‐covalent interactions.

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Cite This Study

Trevisan et al. (2026) studied this question.

synapsesocial.com/papers/69faa25e04f884e66b532f25https://doi.org/10.1002/syst.202600001
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