Charge-Gating Dibenzothiophene-S,S-dioxide Bridges in Electron Donor-Bridge-Acceptor Conjugates

Journal article

Publication Details

Author(s): Yzambart G, Zieleniewska A, Bauroth S, Clark T, Bryce MR, Guldi DM
Journal: Journal of Physical Chemistry C
Publication year: 2017
Volume: 121
Journal issue: 25
Pages range: 13557-13569
ISSN: 1932-7447
eISSN: 1932-7455


The synthesis of a series of new electron donor bridge acceptor (D-B-A) conjugates (18-20) comprising electron-donating zinc(II) porphyrins (ZnPs) and electron-accepting fullerenes (C(60)s) connected through various co-oligonier bridges containing both dibenzothiophene-S,S-dioxide and fluorene units is reported. Detailed investigations using cyclic voltarnmetry, absorption, fluorescence, and femto/nanosecond transient absorption spectroscopy in.combination with quantum,chemical calculations have enabled us to develop a detailed mechanistic view of the charge-transfer processes that follow photoexcitation of ZnP, the bridge, or C-60. Variations in the dynamics of charge separation, charge recombination, and charge transfer gating are primarily consequences of the electronic properties of the co-oligomer bridges, including their electron affinity and the energy levels of the excited states. In particular, placing one dibenothiophene-S,S-dioxide building block at the center of the molecular bridge flanked by two fluorene building blocks, as in 20, favors hole rather than electron transfer between the remote electron donors and acceptors, as demonstrated by exciting C-60 rather than ZnP. In 18 and 19, in which one dibenzothiophene-S,S-dioxide and one throrene building block constitute the molecular bridge, photoexcitation of either ZnP or C-60 results in both hole and electron transfer. Dibenzothiophene-S,S-dioxide is thug shown to be an excellent building block for probing how subtle structural and electronic variations in the bridge affect unidirectional charge transport in D-B-A conjugates. The experimental results are supported by computational calculations.

FAU Authors / FAU Editors

Bauroth, Stefan
Lehrstuhl für Physikalische Chemie I
Clark, Timothy apl. Prof. Dr.
Guldi, Dirk Michael Prof. Dr.
Lehrstuhl für Physikalische Chemie I
Zieleniewska, Anna
Sonderforschungsbereich 953/2 Synthetische Kohlenstoffallotrope

External institutions with authors

Durham University

How to cite

Yzambart, G., Zieleniewska, A., Bauroth, S., Clark, T., Bryce, M.R., & Guldi, D.M. (2017). Charge-Gating Dibenzothiophene-S,S-dioxide Bridges in Electron Donor-Bridge-Acceptor Conjugates. Journal of Physical Chemistry C, 121(25), 13557-13569.

Yzambart, Gilles, et al. "Charge-Gating Dibenzothiophene-S,S-dioxide Bridges in Electron Donor-Bridge-Acceptor Conjugates." Journal of Physical Chemistry C 121.25 (2017): 13557-13569.


Last updated on 2019-06-08 at 09:05

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