Macrocyclic donor-acceptor dyads composed of a perylene bisimide dye surrounded by oligothiophene bridges
Please always quote using this URN: urn:nbn:de:bvb:20-opus-256569
- Two macrocyclic architectures comprising oligothiophene strands that connect the imide positions of a perylene bisimide (PBI) dye have been synthesized via a platinum-mediated cross-coupling strategy. The crystal structure of the double bridged PBI reveals all syn-arranged thiophene units that completely enclose the planar PBI chromophore via a 12-membered macrocycle. The target structures were characterized by steady-state UV/Vis absorption, fluorescence and transient absorption spectroscopy, as well as cyclic and differential pulseTwo macrocyclic architectures comprising oligothiophene strands that connect the imide positions of a perylene bisimide (PBI) dye have been synthesized via a platinum-mediated cross-coupling strategy. The crystal structure of the double bridged PBI reveals all syn-arranged thiophene units that completely enclose the planar PBI chromophore via a 12-membered macrocycle. The target structures were characterized by steady-state UV/Vis absorption, fluorescence and transient absorption spectroscopy, as well as cyclic and differential pulse voltammetry. Both donor–acceptor dyads show ultrafast Förster Resonance Energy Transfer and photoinduced electron transfer, thereby leading to extremely low fluorescence quantum yields even in the lowest polarity cyclohexane solvent.…
| Author: | Kevin Bold, Matthias Stolte, Kazutaka Shoyama, Marco Holzapfel, Alexander Schmiedel, Christoph Lambert, Frank WürthnerORCiDGND |
|---|---|
| URN: | urn:nbn:de:bvb:20-opus-256569 |
| Document Type: | Journal article |
| Faculties: | Fakultät für Chemie und Pharmazie / Institut für Organische Chemie |
| Language: | English |
| Parent Title (English): | Angewandte Chemie Internationale Edition |
| Year of Completion: | 2022 |
| Volume: | 61 |
| Issue: | 1 |
| Article Number: | e202113598 |
| Source: | Angewandte Chemie Internationale Edition (2021) 61:1, e202113598. DOI: 10.1002/anie.202113598 |
| DOI: | https://doi.org/10.1002/anie.202113598 |
| Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 547 Organische Chemie |
| Tag: | donor–acceptor dyads; macrocycles; oligothiophenes; organic chemistry; perylenebisimide; photoinduced electron transfer |
| Release Date: | 2022/02/25 |
| Licence (German): |  CC BY: Creative-Commons-Lizenz: Namensnennung 4.0 International |