Defluorination of saturated perfluorocarbons by organometallic nucleophiles
Conference
·
OSTI ID:141090
- Univ. of Utah, Salt Lake City, UT (United States)
The C-F bond is the strongest bond carbon forms. Aryl fluorine bonds have been cleaved by organometallic metal centers but saturated fluorocarbons had not shown C-F activation until this work. The C-F bonds of saturated perfluorocarbons can be cleaved by the strong nucleophile, [CpFe(CO)2]{sup {minus}}. Up to 80% of the [CpFe(CO){sub 2}]{sup {minus}} is recovered as [CpFe(CO){sub 2}]{sub 2} and 75% of the ring bound fluorine as NaF. Other nucleophiles such as Ni(PEt{sub 3}){sub 4}, [Re(CO){sub 5}]{sup {minus}}, [CpMo(CO){sub 3}]{sup {minus}}, and [Fe(CO){sub 4}]{sup 2{minus}} were found to have varying reactivity towards perfluorocarbons. A fluorine bound to a quaternary carbon is necessary for C-F activation. Further mechanistic studies and product characterization of this unique defluorination chemistry will be presented.
- OSTI ID:
- 141090
- Report Number(s):
- CONF-930304--
- Country of Publication:
- United States
- Language:
- English
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