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

Terrence-Thang H. Nguyen, Connor O’Brien, Minh Le Tran, Steven H. Olson, Nicholas S. Settineri, Stanley B. Prusiner, Nick A. Paras, Jay C. Conrad

2021Organic Letters20 citationsDOIOpen Access PDF

Abstract

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 CF3 radical source, blue LEDs for excitation, and using DPBS as solvent to provide up to 60% CF3– peptide.

Topics & Concepts

ChemistryBiomoleculeReagentTrifluoromethylationSolventCatalysisIridiumAqueous solutionPhotochemistryCombinatorial chemistryInorganic chemistryOrganic chemistryTrifluoromethylBiochemistryAlkylFluorine in Organic ChemistryInorganic Fluorides and Related Compounds
Water-Soluble Iridium Photoredox Catalyst for the Trifluoromethylation of Biomolecule Substrates in Phosphate Buffered Saline Solvent | Litcius