Abstract
The complex TpW(NO)(PMe3)(η2-benzene) cleanly inserts into the C−F bond of fluorobenzene to form the seven-coordinate complex TpW(NO)(PMe3)(F)(Ph) (confirmed by X-ray diffraction), while no C−H insertion is detected. Treatment of this product with triethyl- or phenyldimethylsilane results in liberation of benzene and the corresponding silyl fluoride. DFT calculations suggest a low-energy reaction pathway for C−F activation involving a fluorine-bound σ-complex that does not require the presence of an η2-arene intermediate. As the fluorine content of the benzene increases, or the benzene is replaced by fluoronaphthalene, C−F addition is no longer observed, and either C−H addition or η2-coordination dominates. Two species thought to be η2-silanes are also reported.
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