Copper-Mediated Fluorination of Aryl Trisiloxanes with Nucleophilic Fluoride |
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| Authors: | Ruth Dorel Philip Boehm Daniel P. Schwinger Prof. John F. Hartwig |
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| Affiliation: | Department of Chemistry, University of California, Berkeley, Berkeley, California, 94720 USA |
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| Abstract: | A method for the nucleophilic fluorination of heptamethyl aryl trisiloxanes to form fluoroarenes is reported. The reaction proceeds in the presence of Cu(OTf)2 and KHF2 as the fluoride source under mild conditions for a broad range of heptamethyltrisiloxyarenes with high functional group tolerance. The combination of this method with the silylation of aryl C−H bonds enables the regioselective fluorination of non-activated arenes controlled by steric effects following a two-step protocol. |
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| Keywords: | aryl silanes copper fluorination fluoroarenes nucleophilic fluoride |
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