Electro-mechanically switchable hydrocarbons based on [8]annulenes
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Electro-mechanically switchable hydrocarbons based on [8]annulenes. / Tasić, Magdalena; Ivković, Jakov; Carlström, Göran; Melcher, Michaela; Bollella, Paolo; Bendix, Jesper; Gorton, Lo; Persson, Petter; Uhlig, Jens; Strand, Daniel.
I: Nature Communications, Bind 13, Nr. 1, 860, 12.2022.Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
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TY - JOUR
T1 - Electro-mechanically switchable hydrocarbons based on [8]annulenes
AU - Tasić, Magdalena
AU - Ivković, Jakov
AU - Carlström, Göran
AU - Melcher, Michaela
AU - Bollella, Paolo
AU - Bendix, Jesper
AU - Gorton, Lo
AU - Persson, Petter
AU - Uhlig, Jens
AU - Strand, Daniel
N1 - Publisher Copyright: © 2022, The Author(s).
PY - 2022/12
Y1 - 2022/12
N2 - 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.
AB - 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.
U2 - 10.1038/s41467-022-28384-8
DO - 10.1038/s41467-022-28384-8
M3 - Journal article
C2 - 35165264
AN - SCOPUS:85124679898
VL - 13
JO - Nature Communications
JF - Nature Communications
SN - 2041-1723
IS - 1
M1 - 860
ER -
ID: 298846365