Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction

Konrath, Robert; Heutz, Frank J. L.; Steinfeldt, Norbert; Rockstroh, Nils; Kamer, Paul C. J.

doi:10.1039/c9sc01415b

Cited by 12 publications

(9 citation statements)

References 59 publications

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“…Kamer and co-workers 85 reported the polymer supported Ru-triphos complex for the hydrogenation of nitriles to amines. Initially, the resin-bound phosphine dichloride was prepared by deprotonation using an excess of LDA (lithiumdiisopropylamide) with 1,1,1-tris(chloromethyl)ethane.…”

Section: Supported Metal Complex-based Catalysts For Organic Synthesismentioning

confidence: 99%

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Synergy between homogeneous and heterogeneous catalysis

Poovan

Chandrashekhar

Natte

et al. 2022

Catal. Sci. Technol.

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Section: Supported Metal Complex-based Catalysts For Organic Synthesismentioning

confidence: 99%

“…However, a loss in the activity was observed in the fourth cycle under batch conditions, and this is due to the mechanical abrasion of the support. 85…”

Section: Supported Metal Complex-based Catalysts For Organic Synthesismentioning

confidence: 99%

Synergy between homogeneous and heterogeneous catalysis

Poovan

Chandrashekhar

Natte

et al. 2022

Catal. Sci. Technol.

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“…[30] The development of functional inorganic-organic supramolecular materials and the immobilization of suitable guest complexes on solid surfaces have been extensively investigated. [31,32] Both steric and electrostatic constraints can change the structure and reactivity of the guest complexes, which frequently leads to unexpected physicochemical characteristics in comparison with their properties in solution. [33][34][35] Among various inorganic host materials, ZrP, as a family of transition metal phosphate materials, increasingly attracts research interest due to its outstanding physical and chemical properties, including an extremely high ion-exchange capability and excellent thermal stability.…”

Section: Introductionmentioning

confidence: 99%

A Cationic Ru(II) Complex Intercalated into Zirconium Phosphate Layers Catalyzes Selective Hydrogenation via Heterolytic Hydrogen Activation

Chen

Xia

et al. 2021

ChemCatChem

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Catalytic hydrogenations constitute economic and clean transformations to produce pharmaceutical and a multitude of fine chemicals in chemical industry. Herein, we report a cationic Ru(II) complex intercalated into zirconium phosphate (ZrP) layers that enables the efficient catalytic conversion of furfural and other biomass-derived carbonyl compounds into the corresponding alcohols through selective hydrogenation of C=O group. The ZrP layers acted not only as a support for the Ru-complex, but also as the new ligands to tune the Ru(II) center via forming RuÀ O bond. The resulting catalysts exhibit excellent catalytic performance and can be easily recycled for six times without significant loss of activity and selectivity. The Ru(II) complex-intercalated catalysts have been characterized by XRD, SEM, HRTEM, HAADF-STEM, XPS, FT-IR, DR-UV/Vis, EXAFS and XANES. Especially, it is observed that the appropriate interlayer spacing between ZrP layers is favorable to stabilize the Ru(II) complex. Notably, on the basis of the further characterization and density functional theory (DFT) calculation, it is identified that the interaction of cationic Ru(II) complex and PÀ OH group within ZrP layers leads to the high catalytic performance in selective hydrogenation, and the newly formed RuÀ OÀ P species plays a crucial role in the heterolytic hydrogen activation and selective hydrogenation of biomass-derived compounds containing a carbonyl group.

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“…Although Ru is widely used as an active element in the hydrogenation reactions, its application in continuous flow process is rarely reported [35,37,40,41]. Moreover, it was reported that in nitro group reduction Ru shows higher selectivity to the desired halogenated anilines than the more active Pt or Pd [38].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of flow‐compatible Ru-Me/Al2O3 catalysts and their application in hydrogenation of 1-iodo-4-nitrobenzene

2021

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The development of an active, selective, and long-term stable heterogeneous catalyst for the reductive hydrogenation of substituted nitrorarenes in continuous operation mode is still challenging. In this work, Ru based nanoparticles catalysts promoted with different transition metals (Zn, Co, Cu, Sn, or Fe) were supported on alumina spheres using spray wet impregnation method. The freshly prepared catalysts were characterized using complementary methods including scanning transmission electron microscopy (STEM) and temperature programmed reduction (TPR). The hydrogenation of 1-iodo-4-nitrobenzene served as model reaction to assess the catalytic performance of the prepared catalysts. The addition of the promotor affected the reducibility of Ru nanoparticles as well as the performance of the catalyst in the hydrogenation reaction. The highest yield of 4-iodoaniline (89 %) was obtained in a continuous flow process using Ru-Sn/Al2O3. The performance of this catalyst was also followed in a long-term experiment. With increasing operation time, a catalyst deactivation occurred which could only briefly compensate by an increase of the reaction temperature.

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Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction

Abstract: Selectivity of immobilized Triphos-type catalysts can be tuned for application in nitrile hydrogenation in batch and continuous flow processes.

Cited by 12 publications

References 59 publications

Synergy between homogeneous and heterogeneous catalysis

Synergy between homogeneous and heterogeneous catalysis

A Cationic Ru(II) Complex Intercalated into Zirconium Phosphate Layers Catalyzes Selective Hydrogenation via Heterolytic Hydrogen Activation

Synthesis of flow‐compatible Ru-Me/Al2O3 catalysts and their application in hydrogenation of 1-iodo-4-nitrobenzene

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