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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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Bibliographische Detailangaben
Hauptverfasser: Lindner, Benjamin (VerfasserIn) , Coombs, Benjamin A. (VerfasserIn) , Schaffroth, Manuel (VerfasserIn) , Engelhart, Jens U. (VerfasserIn) , Tverskoy, Olena (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hamburger, Manuel (VerfasserIn) , Bunz, Uwe H. F. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 15 January 2013
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
Volltext
Verfasserangaben:Benjamin D. Lindner, Benjamin A. Coombs, Manuel Schaffroth, Jens U. Engelhart, Olena Tverskoy, Frank Rominger, Manuel Hamburger, and Uwe H.F. Bunz
Beschreibung
Zusammenfassung: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.
Beschreibung:Gesehen am 16.03.2022
Beschreibung:Online Resource
ISSN:1523-7052
DOI:10.1021/ol303490b

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