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Updated: Jun 5, 2025

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Ligand-Functionalized Organometallic Polyoxometalate as an Efficient Catalyst Precursor for Amide Hydrogenation
Shun Hayashi1, Koichi Momma2, Kiyohiro Adachi3
1Division of Physical Sciences, Department of Science and Engineering, National Museum of Nature and Science, Ibaraki 305-0005, Japan.
Abstract:
Amide hydrogenation is an important process for producing amines, with the development of efficient heterogeneous catalysts relying on the creation of bimetallic active sites where the two components interact synergistically. In this study, we develop a method for preparing catalysts using ligand-functionalized organometallic polyoxometalates by synthesizing a Rh-Mo organometallic polyoxometalate, [(RhCpE)4Mo4O16] (CpE = C5(CH3)3(COOC2H5)2), with Rh-O-Mo interfacial structures and ethoxycarbonyl-functionalized ligands as a catalyst precursor. The activity of supported Rh-Mo catalysts for amide hydrogenation depend on the precursor used, with [(RhCpE)4Mo4O16] showing the highest activity, followed by [(RhCp*)4Mo4O16] (Cp* = C5(CH3)5), and then RhCl3 combined with (NH4)6[Mo7O24]·4H2O. The catalyst prepared from [(RhCpE)4Mo4O16] effectively hydrogenates tertiary, secondary, and primary amides under mild conditions (0.8 MPa H2, 353-393 K), demonstrating a high activity and selectivity (conversion: 97%, selectivity: 76%) for primary amide hydrogenation under NH3-free conditions. Furthermore, we determine that carbonyl oxygen atoms in CpE ligands contribute to the electrostatic interaction with Al2O3, leading to the high dispersibility of [(RhCpE)4Mo4O16] on the support. We conclude that the high efficiency of [(RhCpE)4Mo4O16] as a catalyst precursor originates from the effective formation of Rh/Mo interfacial active sites, which is assisted by the electrostatic interaction between the CpE ligands and support.
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