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Here, we present a metal-free photosensitized three-component reaction for the carboimination of alkenes based on oxime carbonates. Homolysis of oxime carbonates via light-mediated energy transfer enables the simultaneous generation of iminyl radicals and alkoxycarbonyloxyl radicals. The alkoxycarbonyloxyl and alkoxy radicals can act as an effective hydrogen atom transfer reagent, abstracting hydrogen atoms from alkanes and aldehydes, silanes, and phosphine oxide. This strategy exhibits broad functional group tolerance under mild reaction conditions, further broadening the diversity of alkene carboimination.
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http://dx.doi.org/10.1021/acs.orglett.4c03247 | DOI Listing |
Chemistry
August 2025
The State Key Laboratory of Natural Product Chemistry, and the College of Chemistry and Chemical Engineering, Lanzhou University, 222 Tianshui Road, Lanzhou, 730000, People's Republic of China.
A visible-light-induced, transition-metal- and photosensitizer-free three-component acylpyridylation of styrenes is presented. In this strategy, α-hydroxy ketones play a triple role: they act as visible-light-activated photosensitizers, acylation reagents, and reductants. This approach does not require transition-metals, external photosensitizers, or reductive reagent, demonstrating high efficiency, mild reaction conditions, and robust tolerance to various functional groups.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2025
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry
Covalent organic frameworks (COFs) have attracted significant interest for their potential in photocatalytic solar fuel generation. However, their intrinsic stability-particularly the photochemical stability, which influences the durability of their photocatalytic performance-remains a critical challenge. Here, we present the construction of four robust fused-heterocycle thiazole-linked COFs (TZ-COFs 14-17) through a facile one-pot three-component reaction using chrysene-6,12-diamine, aldehydes, and sulfur monomers.
View Article and Find Full Text PDFSmall
August 2025
Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University, 1-1-1 Noji-higashi, Kusatsu, Shiga, 525-8577, Japan.
The development of efficient photocatalytic hydrogen (H) evolution systems is attracting considerable interest owing to the usefulness of H as a renewable and clean energy source. Widely studied systems for light-driven H evolution consist of multiple components, and assembling these components on a scaffold is essential to facilitate electron transfer between them, to enable high H yields. Here, red blood cell ghost (RBCG) is used as a scaffold to construct a three-component system comprising [Ru(bpy)] (photosensitizer), methyl viologen (MV, electron relay), ethylnediaminetetraacetic acid (EDTA, sacrificial electron donor), and platinum nanoparticles (Pt NPs, catalyst).
View Article and Find Full Text PDFAngew Chem Int Ed Engl
July 2025
Université de Haute Alsace, CNRS, IS2M, UMR 7361, Mulhouse, F-68100, France.
Photoredox catalytic systems are widely used in free radical polymerization as an important photoinitiating approach. However, many reported photoredox catalytic systems are limited by their low stabilities, high excitation powers, and low initiating efficiencies upon excitation in the visible region. Therefore, it is still a great challenge to develop efficient photoinitiating systems for photopolymerization under visible light.
View Article and Find Full Text PDFLangmuir
February 2025
School of Chemistry and Chemical Engineering, Shandong University of Technology, Zibo 255000, P. R. China.
The construction of three-component supramolecular organic frameworks (SOFs) remains a challenge in this field due to the complex noncovalent interactions involved and the limitations of existing preparation methods. In this study, we designed and synthesized two photosensitive modules, with naphthalene-modified triphenylamine derivative (NA-TPA) as the donor unit and methylated-viologen-modified benzothiadiazole derivative (DPBT) as the acceptor unit, which can self-assemble into a two-dimensional supramolecular organic framework (SOF) through encapsulation-enhanced donor-acceptor interaction with cucurbit[8]uril (CB[8]) in water. The donor-acceptor SOF can not only self-assemble into two-dimensional nanosheet morphology in water but also exhibit excellent luminescence enhancement performance.
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