- Exploring the Structure and Performance of Cd–Chalcogenide Photocatalysts in Selective Trifluoromethylation
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The field of heterogeneous photoredox catalysis has grown substantially and impacted organic synthesis because of the affordability and reusability of catalysts. This study reports radical trifluoromethylation with Cd–chalcogenide semiconductors. Cd semiconductors, particularly CdSe, are readily available, commercial, visible-light-responsive, heterogeneous photocatalysts. The potential of readily available Cd semiconductors, particularly CdSe, is confirmed by their increased photocatalytic activity toward trifluoromethylation with various substrates, such as (hetero)arenes and vinylic amides/acids, via addition, cyclization, and decarboxylation under visible light. The economic significance of this strategy is also highlighted through the scalable synthesis of biologically active molecules followed by catalyst reuse. Moreover, these catalysts are relatively inexpensive compared with transition metal-based homogeneous photocatalysts, presently used in organic synthesis.
- Muralirajan, Krishnamoorthy,Kancherla, Rajesh,Bau, Jeremy A.,Taksande, Mayur Rahul,Qureshi, Muhammad,Takanabe, Kazuhiro,Rueping, Magnus
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p. 14772 - 14780
(2021/12/09)
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- N -Aryltrifluoromethanesulfonimides as new trifluoromethylating agents for the (photo)catalyst-free functionalization of (hetero)aromatics
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The photoinduced (by UV or sunlight) catalyst-free radical trifluoromethylation of (hetero)aromatics (up to 87% yield) has been successfully achieved by using N-aryltrifluoromethanesulfonimides as the trifluoromethylating agents. The process likewise occu
- Torti, Edoardo,Protti, Stefano,Fagnoni, Maurizio
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supporting information
p. 4144 - 4147
(2018/04/27)
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- The first nucleophilic C-H perfluoroalkylation of aromatic compounds via (arene)tricarbonylchromium complexes
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The first nucleophilic perfluoroalkylation of arenes is based on the arene π-system activation via (η6-arene)tricarbonylchromium complexes. Perfluoroalkyl anions generated from Me3SiRF and a fluoride ion source [Me4N]F exclusively attack the arene ligand under mild conditions. The formed negatively charged analogs of Meisenheimer adducts readily undergo a one-pot oxidation to perfluoroalkyl arenes.
- Kirij, Natalia V.,Filatov, Andrey A.,Khrapach, Gleb Yu.,Yagupolskii, Yurii L.
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supporting information
p. 2146 - 2149
(2017/02/19)
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- Trifluoromethylation Reactions with Potassium Trifluoromeyhnesulfinate under Electrochemical Oxidation
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The electrochemical oxidation of potassium trifluoromethanesulfinate (CF3SO2K) in the presence of electron-rich aromatics and alkenes provides the corresponding trifluoromethylated products.
- Tommasino, Jean-Bernard,Brondex, Anne,Medebielle, Maurice,Thomalla, Marc,Langlois, Bernard R.
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p. 1696 - 1699
(2007/10/03)
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- Effect of Catalyst on the Fluorination of Methyl-Substituted Benzenes with Xenon Difluoride
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The course of acid-catalyzed liquid-phase fluorination of methyl-substituted benzene derivatives with xenon difluoride depends strongly on the structure and concentration of the substrate, its molar ratio to xenon difuoride, and the catalyst.HF-catalyzed
- Stavber, Stojan,Zupan, Marko
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p. 2223 - 2226
(2007/10/02)
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- COPPER(I) IODIDE ASSISTED REACTION OF NONACTIVATED IODOARENES WITH SODIUM TRIFLUOROACETATE IN HEXAMETHYLPHOSPHORIC TRIAMIDE. NUCLEAR TRIFLUOROMETHYLATION AND DIARYL ETHER FORMATION
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Polymethyliodobenzenes react with sodium trifluoroacetate, in the presence of copper(I) iodide, in hexamethylphosphoric triamide at 150-180 deg C, giving a mixture of the corresponding polymethylbenzotrifluoride, parent hydrocarbon, and bis(polymethylphenyl) ether.
- Suzuki, Hitomi,Yoshida, Yoshiki,Osuka, Atsuhiro
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p. 135 - 136
(2007/10/02)
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