The Direct Mechanocatalytic Suzuki–Miyaura Reaction of Small Organic Molecules

Pickhardt, W. and Beaković, C. and Mayer, M. and Wohlgemuth, M. and Kraus, F.J.L. and Etter, M. and Grätz, S. and Borchardt, L.

Volume: Pages:
DOI: 10.1002/anie.202205003
Published: 2022

The molecular Suzuki cross-coupling reaction was conducted mechanochemically, without solvents, ligands, or catalyst powders. Utilizing one catalytically active palladium milling ball, products could be formed in quantitative yield in as little as 30 min. In contrast to previous reports, the adjustment of milling parameters led to the complete elimination of abrasion from the catalyst ball, thus enabling the first reported systematic catalyst analysis. XPS, in situ XRD, and reference experiments provided evidence that the milling ball surface was the location of the catalysis, allowing a mechanism to be proposed. The versatility of the approach was demonstrated by extending the substrate scope to deactivated and even sterically hindered aryl iodides and bromides. © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.

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