Macrocyclic Donor‐Acceptor Dyads Composed of Oligothiophene Half‐Cycles and Perylene Bisimides

Abstract: 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 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.

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• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Macrocyclic Donor‐Acceptor Dyads Composed of Oligothiophene Half‐Cycles and Perylene Bisimides ; day:12 ; month:04 ; year:2022 ; extent:1 ; Chemistry - a European journal ; (12.04.2022) (gesamt 1)

Contributors, Places and Time

• Creator: Bold, Kevin ; Stolte, Matthias ; Shoyama, Kazutaka ; Krause, Ana‐Maria ; Schmiedel, Alexander ; Holzapfel, Marco ; Lambert, Christoph ; Würthner, Frank

Further information

• DOI: 10.1002/chem.202200355
• URN: urn:nbn:de:101:1-2022041315153897416802
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.