Literature DB >> 31736203

Dodecatwistarene Imides with Zigzag-Twisted Conformation for Organic Electronics.

Guogang Liu1,2, Chengyi Xiao3, Fabrizia Negri4, Yan Li1,2, Zhaohui Wang1,5.   

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 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  X-ray diffraction; dodecatwistarene imides; optoelectronic properties; organic field-effect transistors; zigzag-twisted conformation

Year:  2019        PMID: 31736203     DOI: 10.1002/anie.201912356

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Inducing Single-Handed Helicity in a Twisted Molecular Nanoribbon.

Authors:  Rajeev K Dubey; Manuel Melle-Franco; Aurelio Mateo-Alonso
Journal:  J Am Chem Soc       Date:  2022-01-31       Impact factor: 15.419

2.  Doubling the Length of the Longest Pyrene-Pyrazinoquinoxaline Molecular Nanoribbons.

Authors:  Félix Hernández-Culebras; Manuel Melle-Franco; Aurelio Mateo-Alonso
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-05       Impact factor: 16.823

3.  Depositing Molecular Graphene Nanoribbons on Ag(111) by Electrospray Controlled Ion Beam Deposition: Self-Assembly and On-Surface Transformations.

Authors:  Wei Ran; Andreas Walz; Karolina Stoiber; Peter Knecht; Hongxiang Xu; Anthoula C Papageorgiou; Annette Huettig; Diego Cortizo-Lacalle; Juan P Mora-Fuentes; Aurelio Mateo-Alonso; Hartmut Schlichting; Joachim Reichert; Johannes V Barth
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-16       Impact factor: 16.823

4.  Tridecacyclene Tetraimide: An Easily Reduced Cyclooctatetraene Derivative.

Authors:  Rakesh Kumar; Piotr J Chmielewski; Tadeusz Lis; Dirk Volkmer; Marcin Stępień
Journal:  Angew Chem Int Ed Engl       Date:  2022-08-16       Impact factor: 16.823

  4 in total

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