Diindenopyrazines: electron-deficient arenes
The syntheses, properties and application of the air-stable electron acceptors, diindenopyrazines 4 a-g are reported demonstrating the introduction of functional aryl groups in the 6- and 12-positions. The targets are accessible on the hundred milligram to gram scale. The structure of the aryl group...
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| Main Authors: | , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
June 4, 2021
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| In: |
Chemistry - a European journal
Year: 2021, Volume: 27, Issue: 39, Pages: 10001-10005 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.202100372 |
| Online Access: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202100372 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202100372 
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| Author Notes: | Victor Brosius, Svenja Weigold, Nikolai Hippchen, Frank Rominger, Jan Freudenberg, and Uwe H. F. Bunz |
| Summary: | The syntheses, properties and application of the air-stable electron acceptors, diindenopyrazines 4 a-g are reported demonstrating the introduction of functional aryl groups in the 6- and 12-positions. The targets are accessible on the hundred milligram to gram scale. The structure of the aryl groups in 4 a-g modulates their solubility, redox potentials and optical properties. The introduction of electron-poor aryl groups to the electron-poor diindenopyrazine backbone reduces the electron affinity to −4 eV, making the compounds attractive as n-semiconductors. A simple organic field-effect transistor of 4 e -without optimization- shows electron transport with a mobility of up to 0.037 cm2 V−1 s−1. |
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| Item Description: | Gesehen am 12.04.2023 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.202100372 |