ArticleJournal of the American Chemical Society2020
Thiosquaramide-Based Supramolecular Polymers: Aromaticity Gain in a Switched Mode of Self-Assembly.
Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Nano- and Micro-Polymer Fibers for Smart Actuation: Fabrication Methods and Applications-A Review.Gels (Basel, Switzerland) · 2026Review
- Two Squaramide-Based Fluorescent Probes for CuJournal of fluorescence · 2025Article
- Recent Advances in Nano-Drug Delivery Strategies for Chalcogen-Based Therapeutic Agents in Cancer Phototherapy.International journal of molecular sciences · 2025Review
- Modulating self-assembly and polymorph transitions in bisdendronized squaramides.Communications chemistry · 2024Article
- Nano-crosslinked dynamic hydrogels for biomedical applications.Materials today. Bio · 2023Review
- Bioinspired crowding directs supramolecular polymerisation.Nature communications · 2023Article
- Thermoreversible Polymorph Transitions in Supramolecular Polymers of Hydrogen-Bonded Squaramides.Angewandte Chemie (International ed. in English) · 2022Article
- Luminescence and Length Control in Nonchelated dAngewandte Chemie (International ed. in English) · 2022Article
- Spatial and Temporal Modulation of Cell Instructive Cues in a Filamentous Supramolecular Biomaterial.ACS applied materials & interfaces · 2022Article
- Co-assembled nanotubes with controlled curvature radius using a hydrogen bond regulation strategy.RSC advances · 2021Article
Corrections and comments
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Authors and funding
14 authors.
Funding
Abstract
Despite a growing understanding of factors that drive monomer self-assembly to form supramolecular polymers, the effects of aromaticity gain have been largely ignored. Herein, we document the aromaticity gain in two different self-assembly modes of squaramide-based bolaamphiphiles. Importantly, O → S substitution in squaramide synthons resulted in supramolecular polymers with increased fiber flexibility and lower degrees of polymerization. Computations and spectroscopic experiments suggest that the oxo- and thiosquaramide bolaamphiphiles self-assemble into "head-to-tail" versus "stacked" arrangements, respectively. Computed energetic and magnetic criteria of aromaticity reveal that both modes of self-assembly increase the aromatic character of the squaramide synthons, giving rise to stronger intermolecular interactions in the resultant supramolecular polymer structures. These examples suggest that both hydrogen-bonding and stacking interactions can result in increased aromaticity upon self-assembly, highlighting its relevance in monomer design.
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