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

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Bordet,  Alexis
Research Department Leitner, Max Planck Institute for Chemical Energy Conversion, Max Planck Society;

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Weidenthaler,  Claudia
Research Group Weidenthaler, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Hetaba,  Walid
Research Department Schlögl, Max Planck Institute for Chemical Energy Conversion, Max Planck Society;
Fritz Haber Institute of the Max Planck Society;

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Leitner,  Walter
Institut für Technische und Makromolekulare Chemie, RWTH Aachen University;
Research Department Leitner, Max Planck Institute for Chemical Energy Conversion, 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: http://hdl.handle.net/21.11116/0000-0006-5488-2
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.