A Class of Effective of Decarboxylative Perfluoroalkylating Reagents: [(phen)2Cu](O2CRF)

Yangjie Huang, Manjaly John Ajitha, Kuo-Wei Huang, Zhongxing Zhang, Zhiqiang Weng

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

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 the copper tert-butyloxide with phenanthroline ligands, with subsequent addition of perfluorocarboxylic acids afforded the 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 the perfluoroalkylation.
Original languageEnglish (US)
Pages (from-to)8468-8474
Number of pages7
JournalDalton Trans.
Volume45
Issue number20
DOIs
StatePublished - 2016

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