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Selective Catalytic Formation of Cross-Tetramers from Tetrafluoroethylene, Ethylene, Alkynes, and Aldehydes via Nickelacycles as Key Reaction Intermediates

Author:
Kawashima, Takuya, Ohashi, Masato, Ogoshi, Sensuke
Source:
Journal of the American Chemical Society 2018 v.140 no.50 pp. 17423-17427
ISSN:
1520-5126
Subject:
aldehydes, alkynes, ethylene, nickel, stoichiometry
Abstract:
In the presence of a catalytic amount of Ni(cod)₂ (cod = 1,5-cyclooctadiene) and PCy₃ (Cy = cyclohexyl), the cross-tetramerization of tetrafluoroethylene (TFE), ethylene, alkynes, and aldehydes leads to a variety of fluorine-containing enone derivatives. This reaction is the first example of a highly selective cross-tetramerization between four different unsaturated compounds. Stoichiometric reactions revealed that the present reaction involves partially fluorinated five- and seven-membered nickelacycles as key reaction intermediates.
Agid:
6263108