Long-lived triplet charge-separated state in naphthalenediimide based donor-acceptor systems.


Journal

Chemical science
ISSN: 2041-6520
Titre abrégé: Chem Sci
Pays: England
ID NLM: 101545951

Informations de publication

Date de publication:
26 Feb 2021
Historique:
entrez: 25 6 2021
pubmed: 26 6 2021
medline: 26 6 2021
Statut: epublish

Résumé

1,4,5,8-Naphthalenediimides (NDIs) are widely used motifs to design multichromophoric architectures due to their ease of functionalisation, their high oxidative power and the stability of their radical anion. The NDI building block can be incorporated in supramolecular systems by either core or imide functionalization. We report on the charge-transfer dynamics of a series of electron donor-acceptor dyads consisting of a NDI chromophore with one or two donors linked at the axial, imide position. Photo-population of the core-centred π-π* state is followed by ultrafast electron transfer from the electron donor to the NDI. Due to a solvent dependent singlet-triplet equilibrium inherent to the NDI core, both singlet and triplet charge-separated states are populated. We demonstrate that long-lived charge separation in the triplet state can be achieved by controlling the mutual orientation of the donor-acceptor sub-units. By extending this study to a supramolecular NDI-based cage, we also show that the triplet charge-separation yield can be increased by tuning the environment.

Identifiants

pubmed: 34168763
doi: 10.1039/d1sc00285f
pii: d1sc00285f
pmc: PMC8179635
doi:

Types de publication

Journal Article

Langues

eng

Pagination

4908-4915

Informations de copyright

This journal is © The Royal Society of Chemistry.

Déclaration de conflit d'intérêts

There are no conflicts to declare.

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Auteurs

Alexander Aster (A)

Department of Physical Chemistry, University of Geneva CH-1211 Geneva Switzerland eric.vauthey@unige.ch.

Christopher Rumble (C)

Department of Physical Chemistry, University of Geneva CH-1211 Geneva Switzerland eric.vauthey@unige.ch.

Anna-Bea Bornhof (AB)

Department of Organic Chemistry, University of Geneva CH-1211 Geneva Switzerland.

Hsin-Hua Huang (HH)

Department of Chemistry, University of Basel St. Johanns-Ring 19 Basel 4056 Switzerland.

Naomi Sakai (N)

Department of Organic Chemistry, University of Geneva CH-1211 Geneva Switzerland.

Tomáš Šolomek (T)

Department of Chemistry, University of Basel St. Johanns-Ring 19 Basel 4056 Switzerland.

Stefan Matile (S)

Department of Organic Chemistry, University of Geneva CH-1211 Geneva Switzerland.

Eric Vauthey (E)

Department of Physical Chemistry, University of Geneva CH-1211 Geneva Switzerland eric.vauthey@unige.ch.

Classifications MeSH