ArticleThe Journal of organic chemistry2023
Light-Induced Access to Carbazole-1,3-dicarbonitrile: A Thermally Activated Delayed Fluorescent (TADF) Photocatalyst for Cobalt-Mediated Allylations.
Article in The Journal of organic chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- When less is more: harnessing optimal quencher concentrations to maximize quantum yields in TADF photoredox reactions.Chemical science · 2026Article
- Thermally activated delayed fluorescence photocatalysts: a kinetic model to predict time-resolved spectroscopic experiments and photoreactions under continuous irradiation.Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology · 2026Article
- Predictive, Data-Driven Design of Red-Light Photoredox Catalysts for C─Heteroatom Bond Formation.Angewandte Chemie (International ed. in English) · 2026Article
- Photoredox/Nickel-Catalyzed Diastereoselective Allylation of Aldehydes with Morita-Baylis-Hillman Adducts.ACS catalysis · 2025Article
- Thermally activated delayed fluorescence materials: innovative design and advanced application in biomedicine, catalysis and electronics.RSC advances · 2025Review
- Excited Organic Radicals in Photoredox Catalysis.JACS Au · 2025Review
- Highly efficient dual photoredox/copper catalyzed atom transfer radical polymerization achieved through mechanism-driven photocatalyst design.Nature communications · 2024Article
- Halogenated dicyanobenzene-based photosensitizer (3DPAFIPN) as a thermally activated delayed fluorescence (TADF) used in gram-scale photosynthesis 3,4-dihydropyrimidin-2-(1Frontiers in chemistry · 2024Article
- Gram-scale photosynthesis of polyfunctionalized dihydro-2-oxypyrroles using 3DPAFIPN as a halogenated dicyanobenzene-based photosensitizer via a consecutive visible-light-induced electron transfer process.Frontiers in chemistry · 2024Article
- Visible Light-Promoted β-Functionalization of Carbonyl Compounds in the Presence of Organic Dyes.The Journal of organic chemistry · 2023Article
- 3DPAFIPN as a halogenated dicyanobenzene-based photosensitizer catalyzed gram-scale photosynthesis of pyrano[2,3-d]pyrimidine scaffolds.Scientific reports · 2023Article
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Authors and funding
10 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The stability of a photocatalyst under irradiation is important in photoredox applications. In this work, we investigated the stability of a thermally activated delayed fluorescence (TADF) photocatalyst {3DPAFIPN [2,4,6-tris(diphenylamino)-5-fluoroisophthalonitrile]}, recently employed in photoredox-mediated processes, discovering that in the absence of quenchers the chromophore is unstable and is efficiently converted by irradiation with visible light into another species based on the carbazole-1,3-dicarbonitrile moiety. The new species obtained is itself a TADF emitter and finds useful applications in photoredox transformations. At the excited state, it is a strong reductant and was efficiently applied to cobalt-mediated allylation of aldehydes, whereas other TADFs (4CzIPN and 3DPAFIPN) failed to promote efficient photocatalytic cycles.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.