From Thia- to selenadiazoles: changing interaction priority
The synthesis, optical, and electrochemical properties as well as solid-state structures of a series of alkynylated, benzannulated selenadiazoles are reported. This set of compounds is compared to the lighter homologue series, the thiadiazoles. The selenadiazoles show head-to-head dimerization in th...
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| Hauptverfasser: | , , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
15 January 2013
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| In: |
Organic letters
Year: 2013, Jahrgang: 15, Heft: 3, Pages: 666-669 |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/ol303490b |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/ol303490b |
| Verfasserangaben: | Benjamin D. Lindner, Benjamin A. Coombs, Manuel Schaffroth, Jens U. Engelhart, Olena Tverskoy, Frank Rominger, Manuel Hamburger, and Uwe H.F. Bunz |
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| 520 | |a The synthesis, optical, and electrochemical properties as well as solid-state structures of a series of alkynylated, benzannulated selenadiazoles are reported. This set of compounds is compared to the lighter homologue series, the thiadiazoles. The selenadiazoles show head-to-head dimerization in the solid state, while packing of the thiadiazoles was dominated by the steric bulk of the side groups. The Se-N interaction is a supramolecular motif that should drive the effective self-assembly and modulate charge transport when these compounds are used as thin films in devices. | ||
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