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Issue 20, 2016
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A class of effective decarboxylative perfluoroalkylating reagents: [(phen)2Cu](O2CRF)

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Abstract

This article describes the invention of a class of effective reagents [(phen)2Cu](O2CRF) (1) for the decarboxylative perfluoroalkylation of aryl and heteroaryl halides. Treatment of copper tert-butyloxide with phenanthroline ligands, with subsequent addition of perfluorocarboxylic acids afforded air-stable copper(I) perfluorocarboxylato complexes 1. These complexes reacted with a variety of aryl and heteroaryl halides to form perfluoroalkyl(hetero)arenes in moderate to high yields. Computational studies suggested that the coordination of the second phen ligand may reduce the energy barrier for the decarboxylation of perfluorocarboxylate to facilitate perfluoroalkylation.

Graphical abstract: A class of effective decarboxylative perfluoroalkylating reagents: [(phen)2Cu](O2CRF)

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Publication details

The article was received on 20 Jan 2016, accepted on 13 Apr 2016 and first published on 13 Apr 2016


Article type: Paper
DOI: 10.1039/C6DT00277C
Citation: Dalton Trans., 2016,45, 8468-8474
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    A class of effective decarboxylative perfluoroalkylating reagents: [(phen)2Cu](O2CRF)

    Y. Huang, M. J. Ajitha, K. Huang, Z. Zhang and Z. Weng, Dalton Trans., 2016, 45, 8468
    DOI: 10.1039/C6DT00277C

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