Revisiting Claims of the Iron-, Cobalt-, Nickel-, and Copper-Catalyzed Suzuki Biaryl Cross-Coupling of Aryl Halides with Aryl Boronic Acids

Sanita Tailor, Mattia Manzotti, Soneela Asghar, Benjamin Rowsell, Stephen Luckham, Hazel Sparkes, Robin Bedford*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)

4 Citations (Scopus)
36 Downloads (Pure)

Abstract

Intrigued by recent reports on the surprisingly excellent activity of a range of cobalt, iron, copper and nickelbased catalysts in the Suzuki biaryl cross-coupling of simple arylboronic acids with aryl halides, we undertook a reexamination of the syntheses of representative examples of the reported pre-catalysts and their application to the catalytic reaction. A reported PNP-Fe pincer complex, in our hands, proved to be a mixture of starting materials; a mono-Schiff base cobalt complex in fact the bis-ligated adduct and a monomeric copper (II) PNP pincer complex a di- or oligomeric copper(I) species. In our hands, neither these complexes, nor any other of the selected pre-catalysts investigated, showed any activity in a Suzuki cross-coupling reaction of an electronically-activated aryl bromide with phenyl boronic acid. Meanwhile, switching the nucleophile to the BuLi-activated phenyl boronic pinacol ester gave some promising activity with cobalt pre-catalysts
Original languageEnglish
Pages (from-to)1770-1777
Number of pages8
JournalOrganometallics
Volume38
Issue number8
Early online date25 Mar 2019
DOIs
Publication statusPublished - 22 Apr 2019

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