Abstract
(Equation presented) A twistacene, 6,8,15,17-tetraphenyl-1.18,4.5,9.10,13. 14-tetrabenzoheptacene (3), was synthesized using a mild and novel bisbenzyne precursor. It was characterized by X-ray crystallography, NMR, UV-vis, and IR spectroscopies, as well as cyclic voltammetry and DFT calculations. The heptacene derivative possesses a nonpropeller twist topology and is unusually stable for a highly conjugated oligoacene. In addition, it is fluorescent, with a quantum efficiency of 15%. Distortion from planarity, mostly due to the phenyl substituents, causes only marginal changes in electronic properties and is beneficial for redox reversibility, which is required for efficient OLED devices.
| Original language | English |
|---|---|
| Pages (from-to) | 4433-4436 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 5 |
| Issue number | 23 |
| DOIs | |
| Publication status | Published - Nov 13 2003 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Cite this
Duong, H. M., Bendikov, M., Steiger, D., Zhang, Q., Sonmez, G., Yamada, J., & Wudl, F. (2003). Efficient Synthesis of a Novel, Twisted and Stable, Electroluminescent "Twistacene". Organic Letters, 5(23), 4433-4436. https://doi.org/10.1021/ol035751v