Toggle Main Menu Toggle Search

Open Access padlockePrints

Gold catalysis and fluorine

Lookup NU author(s): Dr Matt HopkinsonORCiD


Full text for this publication is not currently held within this repository. Alternative links are provided below where available.


Performing gold-catalyzed organic transformations in the presence of fluorinating reagents can lead to both fluorinated and non-fluorinated products. Gold(I) complexes can activate alkynes towards nucleophilic attack by fluoride leading to fluoroalkenes under mild conditions. Fluorinated products can also be prepared upon performing gold-catalyzed transformations in the presence of electrophilic sources of fluorine. In most cases, however, the combination of gold and electrophilic fluorinating reagents does not lead to fluorination but delivers products of oxidative homo- or cross-coupling. In these processes the "F+" source is likely acting as a sacrificial two-electron external oxidant performing the key oxidation of gold(I) to gold(III) in the redox cycle. Oxidative coupling is an emerging field of gold catalysis which, when combined with the well-established reactivity of gold as a soft π-acid, holds promise as a mild and efficient method for the construction of complex organic molecules. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Publication metadata

Author(s): Hopkinson MN, Gee AD, Gouverneur V

Publication type: Review

Publication status: Published

Journal: Israel Journal of Chemistry

Year: 2010

Volume: 50

Issue: 5-6

Pages: 675-690

Online publication date: 22/12/2010

ISSN (print): 0021-2148

ISSN (electronic): 1869-5868


DOI: 10.1002/ijch.201000078