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Chang, Dongdong; Xiao, Xuetao; An, Dongyue; Zhang, Rong; Song, Xianyu; Liu, Yunqi; Zhao, Yan; Lu, Xuefeng

Facile synthesis of azobenzene‐embedded conjugated macrocycles for optically switchable single‐crystal transistors and tunable supramolecular assemblies

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  • Medientyp: E-Artikel
  • Titel: Facile synthesis of azobenzene‐embedded conjugated macrocycles for optically switchable single‐crystal transistors and tunable supramolecular assemblies
  • Beteiligte: Chang, Dongdong; Xiao, Xuetao; An, Dongyue; Zhang, Rong; Song, Xianyu; Liu, Yunqi; Zhao, Yan; Lu, Xuefeng
  • Erschienen: Wiley, 2023
  • Erschienen in: Aggregate
  • Sprache: Englisch
  • DOI: 10.1002/agt2.380
  • ISSN: 2692-4560
  • Entstehung:
  • Anmerkungen:
  • Beschreibung: <jats:title>Abstract</jats:title><jats:p>A series of new <jats:italic>π</jats:italic>‐conjugated macrocycles (<jats:bold>AzoM‐n‐<jats:italic>E</jats:italic></jats:bold>, n = 1–3) incorporating azobenzene units have been synthesized by a facile strategy in one‐pot reaction. The resultant azobenzene‐embedded macrocycles feature intrinsic photoresponsive behaviors and intriguing supramolecular assembling properties. The smallest macrocycle <jats:bold>AzoM‐1‐<jats:italic>E</jats:italic></jats:bold> with a rigid planar conjugated backbone structure is used to prepare the single crystal transistors, showing reversible optical tunability. The moderate size macrocycle <jats:bold>AzoM‐2‐<jats:italic>E</jats:italic></jats:bold> assembles into a dimer in the form of interpenetration through <jats:italic>π‐π</jats:italic> stacking between azobenzene units. The largest macrocycle <jats:bold>AzoM‐3‐<jats:italic>E</jats:italic></jats:bold> with enhanced flexibility can adaptively assemble with various types of electron‐deficient guests accompanied by distortion of azobenzene. Typically, <jats:bold>AzoM‐3‐<jats:italic>E</jats:italic></jats:bold> assembles with the planar F4‐TCNQ to form a tetragonal geometry by <jats:italic>C‐F···π</jats:italic> and <jats:italic>π‐π</jats:italic> interactions, while the assembly with ellipsoidal C<jats:sub>70</jats:sub> via <jats:italic>π‐π</jats:italic> interactions induces <jats:bold>AzoM‐3‐<jats:italic>E</jats:italic></jats:bold> to form a boat‐shaped geometry. This work will shed new light on the development of functional conjugated macrocycles in organic electronics.</jats:p>
  • Zugangsstatus: Freier Zugang