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The Radical Anion,Dianion and Electron Transport Properties of Tetraiodotetraazapentacene |
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| Authors: | Thomas Wiesner Dr Zhu Wu Dr Jie Han Prof?Dr Lei Ji Dr Alexandra Friedrich Dr Ivo Krummenacher Michael Moos Prof?Dr Christoph Lambert Prof?Dr Holger Braunschweig Benjamin Rudin Dr Hilmar Reiss Olena Tverskoy Dr Frank Rominger Prof?Dr Andreas Dreuw Prof?Dr Todd B Marder Dr Jan Freudenberg Prof?Dr Uwe H F Bunz |
| Institution: | 1. Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany;2. Institut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg, Germany
These authors contributed equally to this work.;3. Interdisziplinares Zentrum für Wissenschaftliches Rechnen, Physikalisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 205, 69120 Heidelberg, Germany Present Adress: State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Chemistry and Biomedicine Innovation Center (ChemBIC), School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 P. R. China These authors contributed equally to this work.;4. Institut für Anorganische Chemie and, Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg, Germany;5. Institut für Organische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg, Germany;6. Interdisziplinares Zentrum für Wissenschaftliches Rechnen, Physikalisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 205, 69120 Heidelberg, Germany |
| Abstract: | Tetraiodotetraazapentacene I4TAP , the last missing derivative in the series of halogenated silylated tetraazapentacenes, was synthesized via condensation chemistry from a TIPS-ethynylated diaminobenzothiadiazol in three steps. Single and double reduction furnished its air-stable monoanion and relatively air-stable dianion, both of which were characterized by crystallography. All three species are structurally and spectroscopically compared to non-halogenated TAP and Br4TAP . I4TAP is an n-channel material in thin-film transistors with average electron mobilities exceeding 1 cm2 (Vs)?1. |
| Keywords: | azaacenes semiconductors solid-state packing |