Suzuki cross-coupling in aqueous media

*Corresponding authors
aFriedrich-Alexander University Erlangen-Nürnberg, Department of Organic Chemistry I, Henkestraße 42, 91054 Erlangen, Germany
E-mail: juergen.schatz@fau.de
Fax: +49 9131 85 24707
Tel: +49 9131 85 25766
Green Chem., 2015, Advance Article

DOI: 10.1039/C5GC00794A

Ina Hoffmann, Bettina Blumenroder, Silvia Onodi nee Thumann, Sabine Dommer, Jurgen Schatz
Efficient and generally applicable ligand-less and ligand-supported Suzuki coupling reactions in pure water under aerobic conditions.
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.
 Erlangen, Germany
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