Title :

Photoinduced Electron Transfer and Energy Transfer Processes in a Flexible BODIPY-C60 Dyad.

Author(s) :

Tran, Thu-Trang [Auteur]
Institut des Sciences Moléculaires d'Orsay [ISMO]
Rabah, Jad [Auteur]
Institut Lavoisier de Versailles [ILV]
Ha-Thi, M. H. [Auteur]
Institut des Sciences Moléculaires d'Orsay [ISMO]
Nizinski, S. [Auteur]
Institut Lavoisier de Versailles [ILV]
Allard, E. [Auteur]
Burdzinski, G. [Auteur]
Aloise, Stephane [Auteur]
Laboratoire Avancé de Spectroscopie pour les Intéractions la Réactivité et l'Environnement (LASIRE) - UMR 8516
Fensterbank, H. [Auteur]
Institut Lavoisier de Versailles [ILV]
Baczko, K. [Auteur]
Vallée, A. [Auteur]
Institut des Sciences Moléculaires d'Orsay [ISMO]
Clavier, G. [Auteur]
Laboratoire de Photophysique et Photochimie Supramoléculaires et Macromoléculaires [PPSM]
Miomandre, F. [Auteur]
Photophysique et Photochimie Supramoléculaires et Macromoléculaires [PPSM]
Pino, T. [Auteur]
Meallet-Renault, R. [Auteur]
Institut des Sciences Moléculaires d'Orsay [ISMO]

Journal title :

Journal of Physical Chemistry B

Abbreviated title :

J Phys Chem B

Publication date :

2020-09-12

ISSN :

1520-5207

HAL domain(s) :

Chimie/Chimie théorique et/ou physique

English abstract : [en]

A new donor–acceptor dyad composed of a BODIPY (4,4′-difluoro-4-bora-3a,4a-diaza-s-indacene) donor and a fullerene C60 acceptor has been synthesized and characterized. This derivative has been prepared using a clickable ...
Show more >A new donor–acceptor dyad composed of a BODIPY (4,4′-difluoro-4-bora-3a,4a-diaza-s-indacene) donor and a fullerene C60 acceptor has been synthesized and characterized. This derivative has been prepared using a clickable fullerene building block that bears an alkyne moiety and a maleimide unit. The post-functionalization of the maleimide group by a BODIPY thiol leads to a BODIPY-C60 dyad, leaving the alkyne moiety for further functional arrangement. On the basis of the combination of semi-empirical and density functional theory (DFT) calculations, spectroelectrochemical experiments, and steady-state and time-resolved spectroscopies, the photophysical properties of this new BODIPY-C60 dyad were thoroughly studied. By using semi-empirical calculations, the equilibrium of three conformations of the BODIPY-C60 dyad has been deduced, and their molecular orbital structures have been analyzed using DFT calculations. Two short fluorescence lifetimes were attributed to two extended conformers displaying variable donor–acceptor distances (17.5 and 20.0 Å). Additionally, the driving force for photoinduced electron transfer from the singlet excited state of BODIPY to the C60 moiety was calculated using redox potentials determined with electrochemical studies. Spectroelectrochemical measurements were also carried out to investigate the absorption profiles of radicals in the BODIPY-C60 dyad in order to assign the transient species in pump–probe experiments. Under selective photoexcitation of the BODIPY moiety, occurrences of both energy and electron transfers were demonstrated for the dyad by femtosecond and nanosecond transient absorption spectroscopies. Photoinduced electron transfer occurs in the folded conformer, while energy transfer is observed in extended conformers.Show less >

Language :

Anglais

Peer reviewed article :

Oui

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

Université de Lille
CNRS

Collections :

• Laboratoire Avancé de Spectroscopie pour les Intéractions la Réactivité et l'Environnement (LASIRE) - UMR 8516

Submission date :

2024-02-28T22:53:59Z
2024-03-12T15:31:44Z