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Issue 2, 2015
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A counteranion triggered arylation strategy using diaryliodonium fluorides

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Abstract

A mild and transition metal-free counteranion triggered arylation strategy has been developed using diaryliodonium fluorides. The fluoride counteranion within the hypervalent iodonium species displays unusual reactivity that activates a phenolic O–H bond leading to electrophilic O-arylation. A wide range of phenols and diaryliodonium salts are compatible with this transformation under remarkably mild conditions. Furthermore, we pre-empt the wider implications of this strategy by demonstrating the compatibility of the arylation tactic with latent carbon nucleophiles.

Graphical abstract: A counteranion triggered arylation strategy using diaryliodonium fluorides

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Publication details

The article was received on 17 Sep 2014, accepted on 12 Nov 2014 and first published on 12 Nov 2014


Article type: Edge Article
DOI: 10.1039/C4SC02856B
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Citation: Chem. Sci., 2015,6, 1277-1281
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    A counteranion triggered arylation strategy using diaryliodonium fluorides

    L. Chan, A. McNally, Q. Y. Toh, A. Mendoza and M. J. Gaunt, Chem. Sci., 2015, 6, 1277
    DOI: 10.1039/C4SC02856B

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