期刊
ORGANOMETALLICS
卷 36, 期 1, 页码 89-96出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.organomet.6b00661
关键词
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资金
- NSF (CAREER) [0847735, 1362999, CHE-1048804]
- Direct For Mathematical & Physical Scien [1362999] Funding Source: National Science Foundation
- Division Of Chemistry [1362999] Funding Source: National Science Foundation
C-F bond activation is a challenging reaction with increasing importance in synthesis. The strength of the C-F bond and the shielding effect of the fluorine atom render its activation difficult. Rare-earth metals offer an exceptional opportunity for this process because the high dissociation energy of the M-F bond offsets the strength of the C-F bond. Herein we report a unique reaction for the C-F activation of aromatic bonds by rare-earth-metal complexes. The strong C-F bond of perfluorobenzene is cleaved under reducing conditions in the presence of a rare-earth-metal iodide to form initially an equimolar mixture of a metal fluoride and a metal perfluorophenyl complex; the latter eventually undergoes beta-F elimination to a metal fluoride. A similar behavior is observed when inverse sandwich rare-earth-metal arene complexes react with perfluorobenzene. All compounds were characterized by X-ray crystallography, multinuclear NMR spectroscopy, and elemental analysis.
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