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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| Main Authors: | , , , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
15 January 2013
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| In: |
Organic letters
Year: 2013, Volume: 15, Issue: 3, Pages: 666-669 |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/ol303490b |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/ol303490b
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| Author Notes: | Benjamin D. Lindner, Benjamin A. Coombs, Manuel Schaffroth, Jens U. Engelhart, Olena Tverskoy, Frank Rominger, Manuel Hamburger, and Uwe H.F. Bunz |
| Summary: | 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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| Item Description: | Gesehen am 16.03.2022 |
| Physical Description: | Online Resource |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/ol303490b |