ArticleRSC advances2018
Pyrene-based metal-organic framework NU-1000 photocatalysed atom-transfer radical addition for iodoperfluoroalkylation and (
Article in RSC advances, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed, 37 citations in OpenAlex.
- Air-Insensitive Sulfonylation Enabled by a MOF-Supported Nickel Photocatalyst.Small (Weinheim an der Bergstrasse, Germany) · 2025Article
- Aerobic Photodegradation of Pyrene-Based Metal-Organic Framework NU-1000 to Terephthalic Acid.Chemistry of materials : a publication of the American Chemical Society · 2025Article
- Photoinduced dual bond rotation of a nitrogen-containing system realized by chalcogen substitution.Nature chemistry · 2024Article
- Integrating Photoactive Ligands into Crystalline Ultrathin 2D Metal-Organic Framework Nanosheets for Efficient Photoinduced Energy Transfer.Journal of the American Chemical Society · 2024Article
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Authors and funding
6 authors at 1 institution in 1 country.
Funding
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Abstract
The photocatalytic atom-transfer radical addition (ATRA) of perfluoroalkyl iodides onto olefins is of potential biointerest; the relatively negative reductive potential of perfluoroalkyl iodide makes it difficult to generate the perfluoroalkyl radical by the photoinduced single-electron transfer from the excited state of the photocatalyst. In the presence of the easily available well-known pyrene-based metal-organic framework (MOF) NU-1000, the ATRA was achieved for iodoperfluooralkylation of olefins in a heterogeneous mode upon 405 nm visible-light irradiation with LEDs. The investigation supports a mechanism whereby the pyrene-based chromophores within NU-1000 photochemically generate the reactive radical species by sensitisation of the perfluoroalkyl iodides through an energy-transfer (EnT) pathway. Besides the activation of singlet oxygen for oxidative application, it is the first time to directly utilise the photoinduced EnT process of MOFs in organic transformations. Compared with the photocatalysis using homogeneous free ligand or other pyrene-based MOFs, the spatial isolation of chromophores in NU-1000 is believed to hamper the destructive excited-state energy loss from self-quenching or interligand interactions, ensuring the efficiency of reaction. When employing conjugated arylalkenes as substrates, the photocatalytic ATRA reaction, the HI elimination of the ATRA product, and the EnT-mediated (
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