Synthesis of highly fluorinated aromatic compounds

Details Synthesis of highly fluorinated aromatic compounds Synthesis of highly fluorinated aromatic compounds

1990-02-08

1991-06-25

Evans, J. E.

Organic compounds -- part of the class 532-570 series

Organic compounds

Halogen containing

568775, C07C 1724, C07C 1700, C07C 2513, C07C 2518

Patent

active

050269291

ABSTRACT:
A process is disclosed for making a highly fluorinated aromatic compound by contacting a perfluorocycloalkane, such as perfluorodecahydronaphthalene, with a complex of a metal from Groups IA and IIA of the Periodic Table and an organic electron acceptor. The reaction is carried out in an organic solvent and under reducing conditions which are relatively moderate. Best results are obtained using a perfluorocycloalkane having 2-4 condensed rings and a complex of either sodium or lithium and benzophenone thereby making a perfluorinated condensed ring aromatic compound such as perfluoronaphthalene or perfluorophenanthrene.

REFERENCES:
patent: 3000976 (1961-09-01), Patrick et al.
patent: 4820884 (1989-04-01), Weigert
B. Gething et al., "A New General Route to Aromatic Fluorocarbons", Nature, (London), vol. 183, pp. 588-589 (1959).
J. Barley et al., "Fluorinations with Complex Metal Fluorides", Journal of Fluorine Chemistry, 37, pp. 1-14 (1987).
P. Johncock et al., "The Semi-Micro Determination of Fluorine and Chlorine in Organic Compounds", Analyst, 84, pp. 245-247 (1959).
D. D. MacNicol et al., "New and Unexpected Reactivity of Saturated Fluorocarbons", Nature (London), vol. 332, pp. 59-61 (1988).

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