A Small Dye Puzzle: π-Conjugation of Perylenes with External Aromatic Compounds via Imidazo-Quinoxaline Bridges

Dobeneck M, Kaur R, Platzer B, Guldi DM, Hirsch A (2021)


Publication Type: Journal article

Publication year: 2021

Journal

Book Volume: 5

Pages Range: 36-42

DOI: 10.1002/cptc.202000243

Abstract

The synthesis and characterization of a library of unprecedented π-extended perylenes is reported. For this purpose, a successful step-by-step connection of three puzzle pieces, namely a perylene, an imidazole-quinoxaline bridge and an o-quinone was developed. Our synthetic route allows for facile access to linearly π-extended perylenes in a highly chemoselective manner. The absorption and fluorescence properties are solvent dependent and are bathochromically shifted relative to unbridged perylene references. Overall, the fluorescence quantum yields are high with values ranging from 46 % to 11 %. To complete the physico-chemical characterization, differential pulse and cyclic voltammograms were recorded showing two reductions and two oxidations for each of the linearly π-extended perylenes.

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How to cite

APA:

Dobeneck, M., Kaur, R., Platzer, B., Guldi, D.M., & Hirsch, A. (2021). A Small Dye Puzzle: π-Conjugation of Perylenes with External Aromatic Compounds via Imidazo-Quinoxaline Bridges. Chemphotochem, 5, 36-42. https://dx.doi.org/10.1002/cptc.202000243

MLA:

Dobeneck, Michaela, et al. "A Small Dye Puzzle: π-Conjugation of Perylenes with External Aromatic Compounds via Imidazo-Quinoxaline Bridges." Chemphotochem 5 (2021): 36-42.

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