Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 17, Issue 45, Pages 12756-12762Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201101126
Keywords
absorption; anthracene; cyclovoltammetry; perylene; pyrene
Categories
Funding
- Bundesministerium fur Bildung und Forschung (BMBF)
- BASF SE
Ask authors/readers for more resources
We present a new and versatile one-step synthesis of a series of small molecular chromophores based on cyclopentannulated polycyclic aromatic hydrocarbons (PAH). Easily available pyrene, anthracene, and perylene bromides serve as starting materials for the reactions. The formation of the five-membered ring is achieved by the straightforward palladium(0)-catalyzed carbannulation with various substituted acetylenes. This approach is applicable either to single or multiple annulation procedures leading to hitherto inaccessible PAH topologies. According to the resulting products of the diverse reactions, a mechanistic explanation is proposed. UV/Vis absorption as well as cyclovoltammetric measurements were performed for characterization demonstrating the value of this annulation technique. Optical absorptions of up to 780 nm and absorption coefficients ranging from 8000 to 34000 m(-1)cm(-1) were detected.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available