Triptycene end-capped quinoxalinophenanthrophenazines (QPPs): Influence of substituents and conditions on aggregation in the solid state
Triptycene end-capped quinoxalinophenanthrophenazine reveals a coplanar arrangement with a high overlap of the π planes. Four structurally related model compounds bearing electron-withdrawing or -donating groups were synthesized, and their optoelectronic properties were characterized by using cyclov...
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| Main Authors: | , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
18 June 2019
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| In: |
Chemistry - a European journal
Year: 2019, Volume: 25, Issue: 47, Pages: 11121-11134 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201902002 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201902002 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201902002 
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| Author Notes: | Lucas Ueberricke, Daniel Holub, Julian Kranz, Frank Rominger, Marcus Elstner, Michael Mastalerz |
| Summary: | Triptycene end-capped quinoxalinophenanthrophenazine reveals a coplanar arrangement with a high overlap of the π planes. Four structurally related model compounds bearing electron-withdrawing or -donating groups were synthesized, and their optoelectronic properties were characterized by using cyclovoltammetry, absorption- and emission spectroscopy as well as theoretical calculations. The directional robustness of the triptycene end-capping of these compounds was tested by using single-crystal X-ray diffraction. The impact of solvents and crystallization conditions has also been investigated. In total, 17 single-crystal structures were obtained. Each structure was evaluated for its potential charge-transfer capability taking into account the overall molecular packing, solvent enclathration and the structural overlap of the π planes of adjacent molecules. For this purpose, charge-transfer integrals were also calculated for every π-stacked dimer. |
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| Item Description: | Gesehen am 19.03.2020 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201902002 |