An Immobilized Rh‐Based Solid Molecular Catalyst for the Reductive Hydroformylation of 1‐Octene
Angewandte Chemie International Edition, vol. 64, pp. e202424144
Abstract
The reductive hydroformylation of olefins is an important process in the chemical industry to produce alcohols directly without isolating the aldehydes as intermediates. As the hydroformylation is a homogeneously catalyzed reaction, the catalyst recycling and down-stream processing is often complex and energy intensive. A heterogeneous reductive hydroformylation catalyst was developed in this work by immobilizing Rh on polymeric amine macroligands to form solid molecular catalysts (SMCs). An iterative macroligand improvement was carried out by increasing the basicity and number of amine groups at the immobilization sites. With the best performing SMC, olefins were fully converted to >99% alcohols without a hydrogenation of the substrate in a solvent free environment, thus requiring only a separation of the heterogeneous catalyst to yield the pure product. The catalyst was successfully recycled over 12 runs with a perpetual Rh leaching as low as 1.2%, and the metal to macroligand ratio was identified as most important parameter in reducing metal loss.
Authors 8
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Forschungszentrum Jülich · RWTH Aachen University
Affiliation as printed
Institute for Technical and Macromolecular Chemistry RWTH Aachen University Worringerweg 2 52074 Aachen Germany
Institute for a Sustainable Hydrogen Economy Forschungszentrum Jülich Marie‐Curie‐Str. 5 52428 Jülich Germany
RWTH: Rheinisch-Westfalische Technische Hochschule Aachen institute for technical and marcomolecular chemistry GERMANY
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Max Planck Institute for Chemical Energy Conversion · RWTH Aachen University
Affiliation as printed
Institute for Technical and Macromolecular Chemistry RWTH Aachen University Worringerweg 2 52074 Aachen Germany
Max Planck Institute for Chemical Energy Conversion Stiftstraße 34–36 45470 Mülheim an der Ruhr Germany
Max-Planck-Institut für chemische Energiekonversion: Max-Planck-Institut fur chemische Energiekonversion Molecular catalysis GERMANY
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Max Planck Institute for Chemical Energy Conversion · RWTH Aachen University
Affiliation as printed
Institute for Technical and Macromolecular Chemistry RWTH Aachen University Worringerweg 2 52074 Aachen Germany
Max Planck Institute for Chemical Energy Conversion Stiftstraße 34–36 45470 Mülheim an der Ruhr Germany
Max-Planck-Institut für chemische Energiekonversion: Max-Planck-Institut fur chemische Energiekonversion Molecular catalysis GERMANY
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Isabella Kappel Aachen
Forschungszentrum Jülich · Max-Planck-Institut für Kohlenforschung · RWTH Aachen University
Affiliation as printed
Institute for a Sustainable Hydrogen Economy Forschungszentrum Jülich Marie‐Curie‐Str. 5 52428 Jülich Germany
Max‐Planck‐Institut für Kohlenforschung Kaiser‐Wilhelm‐Platz 1 45470 Mülheim an der Ruhr Germany
RWTH Aachen University Laboratory for Machine Tools and Production Engineering: Werkzeugmaschinenlabor der RWTH Aachen institute for technical and marcomolecular chemistry GERMANY
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Forschungszentrum Jülich · Ernst Ruska Centre
Affiliation as printed
Ernst Ruska‐Centre for Microscopy and Spectroscopy with Electrons (ER‐C) Forschungszentrum Jülich GmbH 52428 Jülich Germany
Forschungszentrum Jülich: Forschungszentrum Julich GmbH Ernst Ruska-Centre for Microscopy and Spectroscopy with Electrons GERMANY
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Forschungszentrum Jülich · Ernst Ruska Centre
Affiliation as printed
Ernst Ruska‐Centre for Microscopy and Spectroscopy with Electrons (ER‐C) Forschungszentrum Jülich GmbH 52428 Jülich Germany
Forschungszentrum Jülich: Forschungszentrum Julich GmbH Ernst Ruska-Centre for Microscopy and Spectroscopy with Electrons GERMANY
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Andreas J. Vorholt corresponding
Max Planck Institute for Chemical Energy Conversion
Affiliation as printed
Max Planck Institute for Chemical Energy Conversion Stiftstraße 34–36 45470 Mülheim an der Ruhr Germany
Max-Planck-Institut fur chemische Energiekonversion molecular catalysis Stiftstraße 34-36 45740 Mülheim GERMANY
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Forschungszentrum Jülich · Max Planck Institute for Chemical Energy Conversion · RWTH Aachen University
Affiliation as printed
Institute for Technical and Macromolecular Chemistry RWTH Aachen University Worringerweg 2 52074 Aachen Germany
Institute for a Sustainable Hydrogen Economy Forschungszentrum Jülich Marie‐Curie‐Str. 5 52428 Jülich Germany
Max Planck Institute for Chemical Energy Conversion Stiftstraße 34–36 45470 Mülheim an der Ruhr Germany
RWTH: Rheinisch-Westfalische Technische Hochschule Aachen institute for technical and marcomolecular chemistry GERMANY
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