Antiaromaticity in molecular assemblies and materials

• Published in: Chemical science (Cambridge) 2024-11, Vol.15 (45), p.18677-18697
• Main Authors: Lavendomme, Roy, Yamashina, Masahiro
• Format: Article
• Language: English
• Subjects: Assemblies; Chemistry
• ISSN: 2041-6520; 2041-6539
• DOI: 10.1039/d4sc05318d

Antiaromatic rings are infamously unstable and difficult to work with but they possess unusual electronic properties that make them interesting for fundamental and applied research. This perspective presents reports on discrete or polymeric assemblies made from antiaromatic building blocks, bound by either covalent linkages or supramolecular interactions. Compared to polymeric materials, discrete assemblies are more commonly studied, but most efforts have been devoted to their preparation and fundamental property studies, whereas applications are scarcely suggested. Future research in the field should focus on developing applications that benefit from the specific properties of antiaromatic rings. On the other hand, the few reports on antiaromatic-based materials hint at a promising future for this class of materials in organic electronics. To guide non-experts, different antiaromatic compounds are evaluated for their suitability as building blocks for larger assemblies. Antiaromatic rings can be assembled into discrete or polymeric assemblies to explore emerging properties. This perspective compares antiaromatic rings as potential building blocks and covers reported antiaromatic ring assemblies.