Macrocyclic Donor‐Acceptor Dyads Composed of Oligothiophene Half‐Cycles and Perylene Bisimides
Please always quote using this URN: urn:nbn:de:bvb:20-opus-276435
- A series of donor‐acceptor (D−A) macrocyclic dyads consisting of an electron‐poor perylene bisimide (PBI) π‐scaffold bridged with electron‐rich α‐oligothiophenes bearing four, five, six and seven thiophene units between the two phenyl‐imide substituents has been synthesized and characterized by steady‐state UV/Vis absorption and fluorescence spectroscopy, cyclic and differential pulse voltammetry as well as transient absorption spectroscopy. Tying the oligothiophene strands in a conformationally fixed macrocyclic arrangement leads to a moreA series of donor‐acceptor (D−A) macrocyclic dyads consisting of an electron‐poor perylene bisimide (PBI) π‐scaffold bridged with electron‐rich α‐oligothiophenes bearing four, five, six and seven thiophene units between the two phenyl‐imide substituents has been synthesized and characterized by steady‐state UV/Vis absorption and fluorescence spectroscopy, cyclic and differential pulse voltammetry as well as transient absorption spectroscopy. Tying the oligothiophene strands in a conformationally fixed macrocyclic arrangement leads to a more rigid π‐scaffold with vibronic fine structure in the respective absorption spectra. Electrochemical analysis disclosed charged state properties in solution which are strongly dependent on the degree of rigidification within the individual macrocycle. Investigation of the excited state dynamics revealed an oligothiophene bridge size‐dependent fast charge transfer process for the macrocyclic dyads upon PBI subunit excitation.…
Author: | Kevin Bold, Matthias Stolte, Kazutaka Shoyama, Ana‐Maria Krause, Alexander Schmiedel, Marco Holzapfel, Christoph Lambert, Frank Würthner |
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URN: | urn:nbn:de:bvb:20-opus-276435 |
Document Type: | Journal article |
Faculties: | Fakultät für Chemie und Pharmazie / Institut für Organische Chemie |
Language: | English |
Parent Title (English): | Chemistry – A European Journal |
Year of Completion: | 2022 |
Volume: | 28 |
Issue: | 30 |
Article Number: | e202200355 |
Source: | Chemistry – A European Journal 2022, 28(30):e202200355. DOI: 10.1002/chem.202200355 |
DOI: | https://doi.org/10.1002/chem.202200355 |
Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Tag: | donor-acceptor dyad; macrocycle; oligothiophene; perylene bisimide; photoinduced electron transfer |
Release Date: | 2023/01/16 |
Licence (German): | ![]() |