ArticleNature communications2018
Irradiation-induced palladium-catalyzed decarboxylative desaturation enabled by a dual ligand system.
Article in Nature communications, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 35 papers.
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35 citing papers in PubMed, 123 citations in OpenAlex.
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- Monitoring Radical Intermediates in Photoactivated Palladium-Catalyzed Coupling of Aryl Halides to Arenes by an Aryl Radical Assay.ACS catalysis · 2025Article
- Defluorinative Multicomponent Cascade Reaction of Trifluoromethylarenes via Photoexcited Palladium Catalysis.JACS Au · 2024Article
- Divergent total syntheses of pyrroloiminoquinone alkaloids enabled by the development of a Larock/Buchwald-Hartwig annulation/cyclization.Chemical science · 2024Article
- Recent Advances in Visible Light Induced Palladium Catalysis.Angewandte Chemie (International ed. in English) · 2024Review
- Mechanisms for radical reactions initiating fromBeilstein journal of organic chemistry · 2024Article
- Photocatalytic production of ethylene and propionic acid from plastic waste by titania-supported atomically dispersed Pd species.Science advances · 2023Article
- C-H Bond Functionalization of N-Heteroarenes Mediated by Selectfluor.Topics in current chemistry (Cham) · 2023Review
- Bismuth radical catalysis in the activation and coupling of redox-active electrophiles.Nature chemistry · 2023Article
- Coupled Rotary and Oscillatory Motion in a Second-Generation Molecular Motor Pd Complex.Journal of the American Chemical Society · 2023Article
- Excited-State Palladium-Catalyzed α-SelectiveCCS chemistry · 2023Article
- Palladium Hydride-Enabled Hydroalkenylation of Strained Molecules.Journal of the American Chemical Society · 2022Article
- Selective desaturation of amides: a direct approach to enamides.Chemical science · 2022Article
- Excited-state palladium-catalysed reductive alkylation of imines: scope and mechanism.Chemical science · 2022Article
- Excited-State Palladium-Catalyzed Radical Migratory Mizoroki-Heck Reaction Enables C2-Alkenylation of Carbohydrates.Journal of the American Chemical Society · 2022Article
- Visible Light-Induced Transition Metal Catalysis.Chemical reviews · 2022Review
- Visible Light Induced Brønsted Acid Assisted Pd-Catalyzed Alkyl Heck Reaction of Diazo Compounds and N-Tosylhydrazones.Angewandte Chemie (International ed. in English) · 2022Article
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3 authors at 1 institution in 1 country.
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Abstract
Generation of alkenes through decarboxyolefination of alkane carboxylates has significant synthetic value in view of the easy availability of a variety of carboxylic acids and the synthetic versatility of alkenes. Herein we report that palladium catalysts under irradiation with blue LEDs (440 nm) catalyze decarboxylative desaturation of a variety of aliphatic carboxylates to generate aliphatic alkenes, styrenes, enol ethers, enamides, and peptide enamides under mild conditions. The selection of a dual phosphine ligand system is the key enabler for the successful development of this reaction. The Pd-catalyzed decarboxylative desaturation is utilized to achieve a three-step divergent synthesis of Chondriamide A and Chondriamide C in overall 68% yield from simple starting materials. Mechanistic studies suggest that, distinct from palladium catalysis under thermal condition, irradiation-induced palladium catalysis involves irradiation-induced single-electron transfer and dynamic ligand-dissociation/association process to allow two phosphine ligand to work synergistically.
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