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. Author manuscript; available in PMC: 2021 Feb 6.
Published in final edited form as: Chemistry. 2020 Jan 28;26(8):1759–1762. doi: 10.1002/chem.201905040

Table 1.

Effect of Reaction Parameters on the Fluorination of Arylsilanes.[a]

graphic file with name nihms-1552001-t0004.jpg

Entry [Cu] (equiv) [F] (equiv) T [°C] Yield (%)[b]
1 Cu(OTf)2 (3.0) KHF2 (4.0) 120 trace
2 Cu(OTf)2 (3.0) KHF2 (4.0) 80 25
3 Cu(OTf)2 (3.0) KHF2 (4.0) 65 40
4 Cu(OTf)2 (3.0) KHF2 (4.0) 50 trace
5 Cu(OTf)2 (2.0) KHF2 (4.0) 65 trace
6 Cu(OTf)2 (6.0) KHF2 (4.0) 65 60
7 Cu(OTf)2 (6.0) KHF2 (6.0) 65 74
8 CuF2 (6.0) KHF2 (6.0) 65 0
9 (tBuCN)CuOTf (6.0) KHF2 (6.0) 65 0
10 Cu(OTf)2 (6.0) AgF (6.0) 65 0
11 Cu(OTf)2 (6.0) CsF (6.0) 65 23
[a]

Reactions run on a 0.05 mmol scale.

[b]

Determined by 19F NMR spectroscopy with 1-fluoro-3-nitrobenzene as internal standard.