Electro-mechanically switchable hydrocarbons based on [8]annulenes

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

Dokumenter

  • Magdalena Tasić
  • Jakov Ivković
  • Göran Carlström
  • Michaela Melcher
  • Paolo Bollella
  • Bendix, Jesper
  • Lo Gorton
  • Petter Persson
  • Jens Uhlig
  • Daniel Strand

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.

OriginalsprogEngelsk
Artikelnummer860
TidsskriftNature Communications
Vol/bind13
Udgave nummer1
Antal sider9
ISSN2041-1723
DOI
StatusUdgivet - dec. 2022

Bibliografisk note

Funding Information:
We thank the Gyllenstjärnska Krapperupsstiftelsen (D.S.), Crafoord Foundation (D.S. and J.U.), the Royal Physiographical Society in Lund (D.S.), Carl Trygger Foundation (D.S.), LMK foundation for interdisciplinary research (D.S.), and The Swedish Research Council (DS 2018-04113; J.U. 2020-04995) for funding. Support for the computational work from The Swedish National Supercomputing Centers LUNARC and NSC via SNIC are acknowledged (P.P.). We thank Dr. T. Leiding for help with instrumentation.

Funding Information:
We thank the Gyllenstj?rnska Krapperupsstiftelsen (D.S.), Crafoord Foundation (D.S. and J.U.), the Royal Physiographical Society in Lund (D.S.), Carl Trygger Foundation (D.S.), LMK foundation for interdisciplinary research (D.S.), and The Swedish Research Council (DS 2018-04113; J.U. 2020-04995) for funding. Support for the computational work from The Swedish National Supercomputing Centers LUNARC and NSC via SNIC are acknowledged (P.P.). We thank Dr. T. Leiding for help with instrumentation.

Publisher Copyright:
© 2022, The Author(s).

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