Room temperature regioselective catalytic hydrodefluorination of fluoroarenes with trans-[Ru(NHC)4H2] through a concerted nucleophilic Ru−H attack pathway

Cybulski, Mateusz K.; McKay, David; Macgregor, Stuart A.; Mahon, Mary F.; Whittlesey, Michael K.

View/Open

ACIE_HDF_AAM.pdf (153.2Kb)

Date

01/02/2017

Altmetrics Handle Statistics

Altmetrics DOI Statistics

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.

Citation

Cybulski , M K , McKay , D , Macgregor , S A , Mahon , M F & Whittlesey , M K 2017 , ' Room temperature regioselective catalytic hydrodefluorination of fluoroarenes with trans-[Ru(NHC)4H2] through a concerted nucleophilic Ru−H attack pathway ' , Angewandte Chemie International Edition , vol. 56 , no. 6 , pp. 1515-1519 . https://doi.org/10.1002/anie.201610820

Publication

Angewandte Chemie International Edition

Status

Peer reviewed

DOI

https://doi.org/10.1002/anie.201610820

ISSN

1521-3773

Type

Journal article

Rights

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This work has been made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at: https://doi.org/10.1002/anie.201610820

Description

The authors acknowledge the EPSRC (grant EP/J009962/1, DTA) for financial support

Collections

University of St Andrews Research

URL

http://onlinelibrary.wiley.com/doi/10.1002/anie.201610820/abstract#footer-support-info

URI

http://hdl.handle.net/10023/12449