Intramolecular Charge-Transfer Dynamics in Benzodifuran-Based Triads

Keller, Stephan; Hankache, Jihane; Yushchenko, Oleksandr; Lawson Daku, Latévi Max; Sun, Qinchao; Ding, Jie; Decurtins, Silvio; Vauthey, Eric; Häner, Robert; Hauser, Andreas; Liu, Shi-Xia (2021). Intramolecular Charge-Transfer Dynamics in Benzodifuran-Based Triads. Helvetica chimica acta, 104(9) Verlag Helvetica Chimica Acta 10.1002/hlca.202100099

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A facile and efficient approach for the synthesis of new conjugated donor-π-acceptor (D-π-A) chromophores has been developed, in which benzodifuran (BDF) and/or triphenyl amine (TPA) units are the donor moieties, linked by ethylenic bridges to electron-deficient anthraquinone (AQ) and 11,11,12,12-tetracyano-9,10-anthraquinodimethane (TCAQ) as the acceptor moieties. The resultant triads either with a symmetric A-D-A or an asymmetric D’-D-A structure show intense absorption bands in the visible spectral region due to efficient intramolecular charge transfer (ICT) from the HOMO localized on the BDF core to the LUMO localized on the AQ or the TCAQ unit. Electronic interactions between these redox-active components were studied by a combination of cyclic voltammetry, spectroelectrochemistry, UV-visible and ultrafast transient absorption spectroscopy. Analysis of the femtosecond excited-state dynamics reveal that all triads undergo a rapid charge recombination process which occurs within a few picoseconds, indicating that ethylenic linkers can facilitate electron delocalization among BDF and AQ/TCAQ units and thus impart effective electronic interactions between them.

Item Type:

Journal Article (Original Article)


08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Keller, Stephan; Decurtins, Silvio; Häner, Robert and Liu, Shi-Xia


500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry




Verlag Helvetica Chimica Acta




Shi-Xia Liu

Date Deposited:

10 Aug 2021 09:22

Last Modified:

14 Sep 2021 01:33

Publisher DOI:





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