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Trifluoromethylation via broken C-F bonds.

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Chemistry Trifluoromethyl substituents are widely used in pharmaceutical research to tune the properties of drug candidates. Generally, they are introduced intact through the formation of carbon-carbon bonds. Levin et al.… Click to show full abstract

Chemistry Trifluoromethyl substituents are widely used in pharmaceutical research to tune the properties of drug candidates. Generally, they are introduced intact through the formation of carbon-carbon bonds. Levin et al. discovered an unusual alternative mechanism, in which borane abstracts fluoride from the CF3 group in a gold complex. The activated CF2 fragment can then bond to a wide variety of other carbon substituents added to the same gold center. Return of the fluoride liberates a trifluoromethylated compound from the metal. This mechanism could be useful for the introduction of radioactive fluoride substituents for positron emission tomography applications. Science , this issue p. [1272][1] [1]: /lookup/doi/10.1126/science.aan1411

Keywords: carbon; science; trifluoromethylation via; chemistry; via broken; broken bonds

Journal Title: Science
Year Published: 2017

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