Water-Soluble Iridium Photoredox Catalyst for the Trifluoromethylation of Biomolecule Substrates in Phosphate Buffered Saline Solvent

Water-Soluble Iridium Photoredox Catalyst for the Trifluoromethylation of Biomolecule Substrates in Phosphate Buffered Saline Solvent

The development of a water-soluble iridium catalyst enables the trifluoromethylation of polar small molecules and peptides in DMSO solution or aqueous media. The reaction was optimized in a microtiter plate format under ambient air, using commercial Langlois reagent as a CF radical source, blue LEDs...

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Veröffentlicht in:Organic letters 2021-05, Vol.23 (10), p.3823-3827
Hauptverfasser: Nguyen, Terrence-Thang H, O'Brien, Connor J, Tran, Minh L N, Olson, Steven H, Settineri, Nicholas S, Prusiner, Stanley B, Paras, Nick A, Conrad, Jay
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Hydrocarbons, Fluorinated - chemistry
Iridium - chemistry
Light
Mesylates - chemistry
Molecular Structure
Phosphates - chemistry
Solvents
Water
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Beschreibung
Zusammenfassung:The development of a water-soluble iridium catalyst enables the trifluoromethylation of polar small molecules and peptides in DMSO solution or aqueous media. The reaction was optimized in a microtiter plate format under ambient air, using commercial Langlois reagent as a CF radical source, blue LEDs for excitation, and using DPBS as solvent to provide up to 60% CF - peptide.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00871