Twisted tethered tolanes: unanticipated long-lived phosphorescence at 77 K

Influencing the communication within a conjugated system as diphenylacetylene is a challenging subject in molecular electronics. Some examples of twisted tolanes are known, where high twists have been achieved in the solid state by steric encumbrance. The insertion of a spacer system is an alternati...

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Hauptverfasser: Menning, Sebastian (VerfasserIn) , Krämer, Maximilian (VerfasserIn) , Rominger, Frank (VerfasserIn) , Dreuw, Andreas (VerfasserIn) , Bunz, Uwe H. F. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: January 24, 2013
In: Journal of the American Chemical Society
Year: 2013, Jahrgang: 135, Heft: 6, Pages: 2160-2163
ISSN:1520-5126
DOI:10.1021/ja400416r
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1021/ja400416r
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Verfasserangaben:Sebastian Menning, Maximilian Krämer, Benjamin A. Coombs, Frank Rominger, Andrew Beeby, Andreas Dreuw, and Uwe H. F. Bunz

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520 |a Influencing the communication within a conjugated system as diphenylacetylene is a challenging subject in molecular electronics. Some examples of twisted tolanes are known, where high twists have been achieved in the solid state by steric encumbrance. The insertion of a spacer system is an alternative way to tailor rotation. Only a few examples of such tethered tolanes exist, and they all suffer from small twist angles (<35°). We report on tolanophanes containing a malonyl tether, where twist angles of almost 80° were reached. Long-lived phosphorescence (4 s at 77 K) was recorded, and quantum-chemical calculations were performed to confirm the experimental results. 
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