Gold-catalyzed facile synthesis and crystal structures of benzene-/naphthalene-based bispentalenes as organic semiconductors
The gold-catalyzed facile synthesis of U-shaped and S-shaped bispentalenes is described from easily available tetra(arylethynyl)-benzenes and -naphthalenes. The optoelectronic and transistor properties were also investigated. The selectivity between the U-shaped and S-shaped bispentalene isomers can...
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| Main Authors: | , , , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
2019
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| In: |
Chemistry - a European journal
Year: 2018, Volume: 25, Issue: 1, Pages: 216-220 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201805637 |
| Online Access: | Resolving-System, Volltext: http://dx.doi.org/10.1002/chem.201805637 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201805637 
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| Author Notes: | Kohei Sekine, Jürgen Schulmeister, Fabian Paulus, Katelyn P. Goetz, Frank Rominger, Matthias Rudolph, Jana Zaumseil, and A. Stephen K. Hashmi |
| Summary: | The gold-catalyzed facile synthesis of U-shaped and S-shaped bispentalenes is described from easily available tetra(arylethynyl)-benzenes and -naphthalenes. The optoelectronic and transistor properties were also investigated. The selectivity between the U-shaped and S-shaped bispentalene isomers can be tuned by the bulkiness of the ligand and the substrates. The S-shaped naphthalene-based bispentalene shows a one-dimensional face-to-face packing pattern in solid state and a good hole mobility, indicating that the S-shaped bispentalene core is highly suitable for transistor applications. The gold-catalyzed annulation of tetraynes provides a useful protocol in the synthesis of bispentalenes for organic semiconductors. |
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| Item Description: | Version of record online: December 17, 2018 Gesehen am 05-02-2019 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201805637 |