ArticlePhotochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology2024
Solvent and alkyl substitution effects on charge-transfer mediated triplet state generation in BODIPY dyads: a combined computational and experimental study.
Article in Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Toward Efficient Halogen- and Heavy Metal-Free Photosensitizers: Alkoxy/Aryloxy-BODIPYs for Effective Singlet Oxygen Generation.Journal of fluorescence · 2026Article
- Beyond Common Energy Transfer: Intramolecular Electron Transfer Cascade Controls Triplet Population of a Long-Lived Iron-Anthracene Molecular Dyad.ACS central science · 2025Article
- Photophysical Properties and Protein Binding Studies of Piperazine-Substituted Anthracene-BODIPY Dyads for Antimicrobial Photodynamic Therapy.Molecules (Basel, Switzerland) · 2025Article
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Authors and funding
9 authors.
Funding
Abstract
Donor-acceptor dyads based on BODIPYs have been recently employed to enhance the formation of triplet excited states with the process of spin-orbit charge transfer intersystem crossing (SOCT-ISC) which does not require introduction of transition metals or other heavy atoms into the molecule. In this work we compare two donor-acceptor dyads based on meso-naphthalenyl BODIPY by combining experimental and computational investigations. The photophysical and electrochemical characterization reveals a significant effect of alkylation of the BODIPY core, disfavoring the SOCT-ISC mechanism for the ethylated BODIPY dyad. This is complemented with a computational investigation carried out to rationalize the influence of ethyl substituents and solvent effects on the electronic structure and efficiency of triplet state population via charge recombination (CR) from the photoinduced electron transfer (PeT) generated charge-transfer (CT) state. Time dependent-density functional theory (TD-DFT) calculations including solvent effects and spin-orbit coupling (SOC) calculations uncover the combined role played by solvent and alkyl substitution on the lateral positions of BODIPY.
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Registered trials
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