(Chemical Equation Presented) Three meso-substituted bisanthenes, 4-6, were prepared in a short synthetic route from the bisanthenequinone. They exhibit largely improved stability and solubility in comparison to the parent bisanthene. All of these compounds also show near-infrared (NIR) absorption and emission with high to moderate fluorescence quantum yields. Amphoteric redox behavior was observed for 4-6 by cyclic voltammetry, and these compounds can be reversibly oxidized and reduced into respective cationic and anionic species by both electrochemical and chemical processes. In addition, compound 5 adopts a herringbone π-stacking motif in the single crystal. © 2010 American Chemical Society.
|Original language||English (US)|
|Number of pages||8|
|Journal||The Journal of Organic Chemistry|
|State||Published - Feb 5 2010|
ASJC Scopus subject areas
- Organic Chemistry
FingerprintDive into the research topics of 'meso-Substituted bisanthenes as soluble and stable near-infrared dyes'. Together they form a unique fingerprint.
CCDC 812853: Experimental Crystal Structure Determination : 7,14-bis(4-(trifluoromethyl)phenyl)phenanthro[1,10,9,8-opqra]perylene
Li, J. (Creator), Zhang, K. (Creator), Zhang, X. (Creator), Huang, K. (Creator), Chi, C. (Creator), Wu, J. (Creator), Li, J. (Creator), Zhang, K. (Creator), Zhang, X. (Creator), Chi, C. (Creator), Wu, J. (Creator), Li, J. (Creator), Zhang, K. (Creator), Zhang, X. (Creator), Chi, C. (Creator) & Wu, J. (Creator), Cambridge Crystallographic Data Centre, 2011
DOI: 10.5517/ccw8v21, http://hdl.handle.net/10754/624633