Catalytic Hydrodefluorination of Pentafluorobenzene by [Ru(NHC)(PPh₃)₂(CO)H₂]: A Nucleophilic Attack by a Metal-Bound Hydride Ligand Explains an Unusual ortho-Regioselectivity
Secret revealed: The mechanism of the catalytic hydrodefluorination of pentafluorobenzene by the N‐heterocyclic carbene complex [Ru(IMes)(PPh3)2(CO)H2] has been investigated by DFT calculations. Two sets of novel pathways (concerted and stepwise) have been defined whereby a Ru H ligand can act as a...
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Veröffentlicht in: | Angewandte Chemie (International ed.) 2011-03, Vol.50 (12), p.2783-2786 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Secret revealed: The mechanism of the catalytic hydrodefluorination of pentafluorobenzene by the N‐heterocyclic carbene complex [Ru(IMes)(PPh3)2(CO)H2] has been investigated by DFT calculations. Two sets of novel pathways (concerted and stepwise) have been defined whereby a Ru H ligand can act as a nucleophile at the fluoroarene substrate. The most accessible pathway equates to the formation of 1,2,3,4‐C6F4H2 and thus accounts for the unusual regioselectivity that is observed experimentally (see scheme). |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/anie.201006789 |