1D nonplanar graphene nanoribbons generally have three possible conformers: helical, zigzag, and mixed conformations. Now, a kind of 1D nonplanar graphene nanoribbon, namely dodecatwistarene imides featuring twelve linearly fused benzene rings, was obtained by bottom-up synthesis of palladium-catalyzed Stille coupling and C−H activation. Single-crystal X-ray diffraction analyses revealed that it displays a zigzag-twisted conformation caused by steric hindrance between imide groups and neighboring annulated benzene rings with the pendulum angle of 53°. This conformation is very stable and could not convert into other conformations even when heated up to 250 °C for 6 h. Despite of the highly twisted topology, organic field-effect transistor based on it exhibits electron mobility up to 1.5 cm2 V−1 s−1 after annealing.

Dodecatwistarene Imides with Zigzag-Twisted Conformation for Organic Electronics

Negri F.;
2020

Abstract

1D nonplanar graphene nanoribbons generally have three possible conformers: helical, zigzag, and mixed conformations. Now, a kind of 1D nonplanar graphene nanoribbon, namely dodecatwistarene imides featuring twelve linearly fused benzene rings, was obtained by bottom-up synthesis of palladium-catalyzed Stille coupling and C−H activation. Single-crystal X-ray diffraction analyses revealed that it displays a zigzag-twisted conformation caused by steric hindrance between imide groups and neighboring annulated benzene rings with the pendulum angle of 53°. This conformation is very stable and could not convert into other conformations even when heated up to 250 °C for 6 h. Despite of the highly twisted topology, organic field-effect transistor based on it exhibits electron mobility up to 1.5 cm2 V−1 s−1 after annealing.
2020
Liu G.; Xiao C.; Negri F.; Li Y.; Wang Z.
File in questo prodotto:
File Dimensione Formato  
2020-anie-SI.pdf

accesso aperto

Descrizione: supporting information
Tipo: File Supplementare
Licenza: Licenza per accesso libero gratuito
Dimensione 1.74 MB
Formato Adobe PDF
1.74 MB Adobe PDF Visualizza/Apri
manuscript-per-IRIS.pdf

Open Access dal 19/11/2020

Descrizione: versione postprint
Tipo: Postprint
Licenza: Licenza per accesso libero gratuito
Dimensione 841.19 kB
Formato Adobe PDF
841.19 kB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/773867
Citazioni
  • ???jsp.display-item.citation.pmc??? 7
  • Scopus 34
  • ???jsp.display-item.citation.isi??? 34
social impact