CF bond activation in the reaction of BiCl3 with sodium 2,4,6-tris(trifluoromethyl)phenoxide |
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Affiliation: | 1. Key Laboratory of Molecular Enzymology and Engineering of Ministry of Education, School of Life Sciences, Jilin University, Changchun 130023, China;2. Key Laboratory of Zoonosis Research, Ministry of Education, Institute of Zoonosis, College of Veterinary Medicine, Jilin University, Changchun 130062, China;3. State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun 130023, China |
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Abstract: | BiCl3 reacts with sodium 2,4,6-tris(trifluoromethyl)phenoxide (NaOR4f) in ether solution to produce an unusual condensation product in which three ORf functions have been coupled with the elimination of three fluorine atoms. The product is RfOC6H2(CF3)2C(O)ORf, which has been characterized spectroscopically and by X-ray crystallography (triclinic space group P 1; a = 8.958(1), b = 12.652(2), c = 13.722(2)Å, α = 89.596(8)°, β = 75.92(1)°, γ = 71.412(7)°, V = 1425.6(3)Å3, Z = 2). Bi(ORf)3 is believed to be an intermediate in this process. The carbonfluorine bond activation is not observed in the absence of BiCl3. |
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