Photoinduced Electron Transfer in Clicked Ferrocene‐BODIPY‐Fullerene Conjugates

Author:

Rabah Jad1ORCID,Fatima Anam2,Fensterbank Hélène1ORCID,Wright Karen1ORCID,Vallée Anne1ORCID,Gueye Maïssa1,Burdzinski Gotard3ORCID,Clavier Gilles4ORCID,Miomandre Fabien4ORCID,Pham Julie4,Sliwa Michel5ORCID,Méallet‐Renault Rachel2ORCID,Steenkeste Karine2ORCID,Pino Thomas2ORCID,Ha‐Thi Minh‐Huong2ORCID,Allard Emmanuel1ORCID

Affiliation:

1. Université Paris-Saclay UVSQ CNRS Institut Lavoisier de Versailles FR-78 000 Versailles France

2. Université Paris-Saclay CNRS Institut des Sciences Moléculaires d'Orsay FR-91 405 Orsay France

3. Fac Phys, Quantum Elec. Lab, Adam Mickiewicz Univ in Poznan PL-61614 Poznan Poland

4. PPSM Université Paris-Saclay ENS Paris-Saclay, CNRS FR-91190 Gif-sur-Yvette France

5. Université de Lille CNRS, UMR 8516 Laboratoire de Spectroscopie pour les Interactions, la Réactivité et l'Environnement FR-59 000 Lille France

Abstract

AbstractFerrocene‐BODIPY (Fc‐BDP) conjugates in which one or two ferrocene entities are linked to the β‐positions of the BODIPY core by an ethynyl bridge have been developed. These derivatives were easily and efficiently grafted onto a dual‐clickable fullerene platform using CuAAC reactions, leading to a clickable Fc‐BDP‐C60 triad and a clickable [Fc]2‐BDP‐C60 tetrad which can be used for further derivatization with complex structures. Due to the extended π‐conjugation and the presence of an intramolecular charge transfer band from Fc to BDP, all these conjugates display a broad absorption in the visible region, which is bathochromically shifted when two Fc are appended to the BDP core. Ultrafast multistep electron transfers leading to charge stabilization were demonstrated in the Fc‐BDP‐C60 triad and [Fc]2‐BDP‐C60 tetrad by femtosecond transient absorption studies.

Funder

Université Paris-Saclay

Publisher

Wiley

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Drug Discovery,Biochemistry,Catalysis

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