Issue 7, 2015

Suzuki cross-coupling in aqueous media

Abstract

We report a simple and efficient procedure for the ligand-free as well as ligand-assisted Suzuki reaction in both pure water and aqueous media. The cross-coupling reactions proceed successfully using phenylboronic acid or potassium phenyltrifluoroborate as a nucleophilic coupling partner. The method can be effectively applied to both activated and deactivated aryl halides yielding quantitative conversions. The catalytic activity of couplings performed in pure water increases when utilizing supramolecular additives, but decreases under standard phase-transfer conditions. Finally, the palladium loading is reducible from 3.0 mol% to 0.4 mol% without any loss of conversion.

Graphical abstract: Suzuki cross-coupling in aqueous media

Supplementary files

Article information

Article type
Paper
Submitted
14 Apr 2015
Accepted
13 May 2015
First published
13 May 2015

Green Chem., 2015,17, 3844-3857

Author version available

Suzuki cross-coupling in aqueous media

I. Hoffmann, B. Blumenröder, S. Onodi neé Thumann, S. Dommer and J. Schatz, Green Chem., 2015, 17, 3844 DOI: 10.1039/C5GC00794A

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