Cu<sup>I</sup>‐Catalyzed Pentafluoroethylation of Aryl Iodides in the Presence of Tetrafluoroethylene and Cesium Fluoride: Determining the Route to the Key Pentafluoroethyl Cu<sup>I</sup> Intermediate

Masato Ohashi, Naoyoshi Ishida, Kota Ando, Yu Hashimoto, Anna Shigaki, Kotaro Kikushima, Sensuke Ogoshi

Chemistry - A European Journal · 2018 · 46 citations · 73 references

Concepts

Abstract

Abstract The Cu(I)‐catalyzed pentafluoroethylation of iodoarenes via the fluorocupration of tetrafluoroethylene (TFE) is disclosed. The active species, (phen)CuC 2 F 5 , was isolated and its molecular structure confirmed by a single‐crystal X‐ray diffraction analysis. The key to the successful suppression of the competing oligomerization of TFE is to refrain from stirring the reaction mixture. A mechanistic study clearly discarded the possibility that the catalytic reaction proceeds via a radical pathway.

References

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