Electro-mechanically switchable hydrocarbons based on [8]annulenes

Summary, in English

Pure hydrocarbons with shape and conjugation properties that can be switched by external stimuli is an intriguing prospect in the design of new responsive materials and single-molecule electronics. Here, we develop an oligomeric [8]annulene-based material that combines a remarkably efficient topological switching upon redox changes with structural simplicity, stability, and straightforward synthesis: 5,12-alkyne linked dibenzo[a,e]cyclooctatetraenes (dbCOTs). Upon reduction, the structures accommodate a reversible reorganization from a pseudo-conjugated tub-shape to a conjugated aromatic system. This switching in oligomeric structures gives rise to multiple defined states that are deconvoluted by electrochemical, NMR, and optical methods. The combination of stable electromechanical responsivity and ability to relay electrons stepwise through an extended (pseudo-conjugated) π-system in partially reduced structures validate alkyne linked dbCOTs as a practical platform for developing new responsive materials and switches based on [8]annulene cores.

• Author: Magdalena Tasić; Jakov Ivković; Göran Carlström; Michaela Melcher; Paolo Bollella; Jesper Bendix; Lo Gorton; Petter Persson; Jens Uhlig; Daniel Strand
• Department/s: Centre for Analysis and Synthesis; Lund University Bioimaging Center; Biochemistry and Structural Biology; eSSENCE: The e-Science Collaboration; Computational Chemistry; NanoLund: Centre for Nanoscience; Chemical Physics
• Publishing year: 2022-12
• Language: English
• Publication/Series: Nature Communications
• Volume: 13
• Issue: 1
• Links: http://dx.doi.org/10.1038/s41467-022-28384-8
• Document type: Journal article
• Publisher: Nature Publishing Group
• Topic: Materials Chemistry; Condensed Matter Physics (including Material Physics, Nano Physics); Other Physics Topics
• Status: Published
• ISBN/ISSN/Other: ISSN: 2041-1723