Schönamsgruber J, Hirsch A (2015)
Publication Status: Published
Publication Type: Journal article, Original article
Publication year: 2015
Publisher: Wiley-VCH Verlag
Book Volume: 2015
Pages Range: 2167-2174
Journal Issue: 10
The synthesis and characterization of a new type of very large perylene-based molecules 9 are reported. The extension of the conjugated \textgreekp system was accomplished by the facile condensation of two bay-functionalized perylene moieties with 1,2,4,5-tetraaminobenzene. The resulting chromophore in 9 consists of 35 conjugated \textgreekp-electron pairs and, therefore, is comparable to pentarylenes and hexarylenes containing 31 and 36 conjugated \textgreekp-electron pairs, respectively. The unsubstituted imine N atoms of the benz-bisimidazole bridges in 9 can be readily and reversibly protonated to give the dications 9aH22+. The twofold protonation of 9 is accompanied by a bathochromic shift of the main absorption band and pronounced fluorescence quenching. The experimental results were corroborated by quantum mechanical calculations.
APA:
Schönamsgruber, J., & Hirsch, A. (2015). Benz-bisimidazole-bridged perylenes - Linearly expanded chromophores. European Journal of Organic Chemistry, 2015(10), 2167-2174. https://doi.org/10.1002/ejoc.201403561
MLA:
Schönamsgruber, Jörg, and Andreas Hirsch. "Benz-bisimidazole-bridged perylenes - Linearly expanded chromophores." European Journal of Organic Chemistry 2015.10 (2015): 2167-2174.
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