Selective Hydrogenation of Benzofurans Using Ruthenium Nanoparticles in Lewis 
Acid-Modified Ruthenium-Supported Ionic Liquid Phases

El Sayed, Sami; Bordet, Alexis; Weidenthaler, Claudia; Hetaba, Walid; Luska, Kylie L.; Leitner, Walter

doi:10.1021/acscatal.9b05124

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Selective Hydrogenation of Benzofurans Using Ruthenium Nanoparticles in Lewis Acid-Modified Ruthenium-Supported Ionic Liquid Phases

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Hetaba, Walid
Max Planck Institute for Chemical Energy Conversion;
Inorganic Chemistry, Fritz Haber Institute, Max Planck Society;

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Citation

El Sayed, S., Bordet, A., Weidenthaler, C., Hetaba, W., Luska, K. L., & Leitner, W. (2020). Selective Hydrogenation of Benzofurans Using Ruthenium Nanoparticles in Lewis Acid-Modified Ruthenium-Supported Ionic Liquid Phases. ACS Catalysis, 10(3), 2124-2130. doi:10.1021/acscatal.9b05124.

Cite as: https://hdl.handle.net/21.11116/0000-0005-A32A-4

Abstract

Ruthenium nanoparticles immobilized on a Lewis-acid-functionalized supported ionic liquid phase (Ru@SILP-LA) act as effective catalysts for the selective hydrogenation of benzofuran derivatives to dihydrobenzofurans. The individual components (nanoparticles, chlorozincate-based Lewis-acid, ionic liquid, support) of the catalytic system are assembled using a molecular approach to bring metal and acid sites in close contact on the support material, allowing the hydrogenation of O-containing heteroaromatic rings while keeping the aromaticity of C6-rings intact. The chlorozincate species were identified to be predominantly [ZnCl₄]^2– anions using X-ray photoelectron spectroscopy and are in close interaction with the metal nanoparticles. The Ru@SILP-[ZnCl₄]^2– catalyst exhibited high activity, selectivity, and stability for the catalytic hydrogenation of a variety of substituted benzofurans, providing easy access to biologically relevant dihydrobenzofuran motifs under continuous flow conditions.