Room Temperature Regioselective Catalytic Hydrodefluorination of Fluoroarenes with trans-[Ru(NHC)4H2] Via a Converted Nucleophlic Ru-H Attack Pathway

Mateusz Cybulski; David McKay; Stuart Macgregor; Mary Mahon; Michael Whittlesey

doi:10.1002/anie.201610820

Room Temperature Regioselective Catalytic Hydrodefluorination of Fluoroarenes with trans-[Ru(NHC)₄H₂] Via a Converted Nucleophlic Ru-H Attack Pathway

Mateusz Cybulski, David McKay, Stuart Macgregor, Mary Mahon, Michael Whittlesey

Department of Chemistry

Heriot-Watt University

Research output: Contribution to journal › Article › peer-review

27 Citations (SciVal)

297 Downloads (Pure)

Abstract

The efficient and highly selective room temperature hydrodefluorination (HDF) of fluoroarenes by the trans-[Ru(IMe4)4H2] catalyst, 3, is reported. Mechanistic studies show 3 acts directly in catalysis without any ligand dissociation and DFT calculations indicate a concerted nucleophilic attack mechanism. The calculations fully account for the observed selectivities which corroborate earlier predictions regarding the selectivity of HDF.

Original language	English
Pages (from-to)	1515-1519
Number of pages	5
Journal	Angewandte Chemie International Edition
Volume	56
Issue number	6
Early online date	9 Jan 2017
DOIs	https://doi.org/10.1002/anie.201610820
Publication status	Published - 20 Jan 2017

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10.1002/anie.201610820

FINAL_Whittlesey_revised_manuscript_PURE
This is the peer reviewed version of the following article: Cybulski, M., McKay, D., Macgregor, S., Mahon, M., & Whittlesey, M. (2017). Room Temperature Regioselective Catalytic Hydrodefluorination of Fluoroarenes with trans-[Ru(NHC)4H2] Via a Converted Nucleophlic Ru-H Attack Pathway. Angewandte Chemie-International Edition, 56(6), 1515-1519. , which has been published in final form at https://doi.org/10.1002/anie.201610820. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
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AU - Whittlesey, Michael

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Room Temperature Regioselective Catalytic Hydrodefluorination of Fluoroarenes with trans-[Ru(NHC)₄H₂] Via a Converted Nucleophlic Ru-H Attack Pathway

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Catalytic Functionalisation of Aromatic Fluorocarbons

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Room Temperature Regioselective Catalytic Hydrodefluorination of Fluoroarenes with trans-[Ru(NHC)4H2] Via a Converted Nucleophlic Ru-H Attack Pathway

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Catalytic Functionalisation of Aromatic Fluorocarbons

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Room Temperature Regioselective Catalytic Hydrodefluorination of Fluoroarenes with trans-[Ru(NHC)₄H₂] Via a Converted Nucleophlic Ru-H Attack Pathway