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Synfacts 2015; 11(1): 0085
DOI: 10.1055/s-0034-1379651
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Construction of a Tetrafluoroethylene-Bridging Structure via Carbocupration

Contributor(s):
Paul Knochel
,
Thomas Klatt
Saijo H, Ohashi M, Ogoshi S * Osaka University and Japan Science and Technology Agency, Osaka, Japan
Fluoroalkylcopper(I) Complexes Generated by the Carbocupration of Tetrafluoroethylene: Construction of a Tetrafluoroethylene-Bridging Structure.

J. Am. Chem. Soc. 2014;
136: 15158-15161
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Publication History

Publication Date:
15 December 2014 (online)

 
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Key words

copper - tetrafluoroethylene - aryl groups

Significance

The authors report the synthesis, characterization, and synthetic application of 2-aryl-1,1,2,2-tetrafluoroethylcopper complexes. Starting with a carbocupration of tetrafluoro­ethylene (TFE), a variety of 1,2-difunctionalized 1,1,2,2-tetrafluoroethanes were prepared in high yields.


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Comment

The molecular structure of the aryl–TFE–copper species was determined by X-ray crystallography and NMR analysis. Furthermore, the synthetic utility for liquid-crystalline compounds bearing a tetrafluoroethylene-bridging structure was demonstrated.


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