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Journal Article

Trifluoromethyl Thianthrenium Triflate: A Readily Available Trifluoromethylating Reagent with Formal CF3+, CF3•, and CF3– Reactivity

MPS-Authors
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Jia,  Hao
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Häring,  Andreas P.
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Berger,  Florian
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Zhang,  Li
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Ritter,  Tobias
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Jia, H., Häring, A. P., Berger, F., Zhang, L., & Ritter, T. (2021). Trifluoromethyl Thianthrenium Triflate: A Readily Available Trifluoromethylating Reagent with Formal CF3+, CF3•, and CF3– Reactivity. Journal of the American Chemical Society, 143(20), 7623-7628. doi:10.1021/jacs.1c02606.


Cite as: https://hdl.handle.net/21.11116/0000-0008-C396-2
Abstract
Here we report the synthesis and application of trifluoromethyl thianthrenium triflate (TT-CF3+OTf–) as a novel trifluoromethylating reagent, which is conveniently accessible in a single step from thianthrene and triflic anhydride. We demonstrate the use of TT-CF3+OTf– in electrophilic, radical, and nucleophilic trifluoromethylation reactions.