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A recyclable rhodium catalyst anchored onto a bipyridine covalent triazine framework for transfer hydrogenation of N-heteroarenes in water

Jonas Everaert (UGent) , Karen Leus (UGent) , Hannes Rijckaert (UGent) , Maarten Debruyne (UGent) , Kristof Van Hecke (UGent) , Rino Morent (UGent) , Nathalie De Geyter (UGent) , Veronique Van Speybroeck (UGent) , Pascal Van Der Voort (UGent) and Christian Stevens (UGent)
(2023) GREEN CHEMISTRY. 25(8). p.3267-3277
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Abstract
Covalent triazine frameworks (CTFs) based on polydentate ligands are highly promising supports to coordinate well-defined active metal complexes, hereby combining the well-known reactivity of homogeneous catalysts with the robustness and recyclability of heterogeneous catalysts. Herein, we describe the immobilization of a half-sandwich Rh(III) complex onto a bipyridine-based CTF and its application for the transfer hydrogenation of N-heteroarenes in water with benign sodium formate as the hydrogen source. The heterogenized catalyst exhibited excellent activity toward a wide variety of quinoxalines and various other N-heteroarenes. Moreover, the catalyst maintained high activity during recycling and could be implemented in a continuous flow synthesis.
Keywords
FORMIC-ACID, NITROGEN-HETEROCYCLES, REDUCTION, rhodium, covalent organic frameworks, transfer hydrogenation, catalysis, flow

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Citation

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MLA
Everaert, Jonas, et al. “A Recyclable Rhodium Catalyst Anchored onto a Bipyridine Covalent Triazine Framework for Transfer Hydrogenation of N-Heteroarenes in Water.” GREEN CHEMISTRY, vol. 25, no. 8, 2023, pp. 3267–77, doi:10.1039/d3gc00167a.
APA
Everaert, J., Leus, K., Rijckaert, H., Debruyne, M., Van Hecke, K., Morent, R., … Stevens, C. (2023). A recyclable rhodium catalyst anchored onto a bipyridine covalent triazine framework for transfer hydrogenation of N-heteroarenes in water. GREEN CHEMISTRY, 25(8), 3267–3277. https://doi.org/10.1039/d3gc00167a
Chicago author-date
Everaert, Jonas, Karen Leus, Hannes Rijckaert, Maarten Debruyne, Kristof Van Hecke, Rino Morent, Nathalie De Geyter, Veronique Van Speybroeck, Pascal Van Der Voort, and Christian Stevens. 2023. “A Recyclable Rhodium Catalyst Anchored onto a Bipyridine Covalent Triazine Framework for Transfer Hydrogenation of N-Heteroarenes in Water.” GREEN CHEMISTRY 25 (8): 3267–77. https://doi.org/10.1039/d3gc00167a.
Chicago author-date (all authors)
Everaert, Jonas, Karen Leus, Hannes Rijckaert, Maarten Debruyne, Kristof Van Hecke, Rino Morent, Nathalie De Geyter, Veronique Van Speybroeck, Pascal Van Der Voort, and Christian Stevens. 2023. “A Recyclable Rhodium Catalyst Anchored onto a Bipyridine Covalent Triazine Framework for Transfer Hydrogenation of N-Heteroarenes in Water.” GREEN CHEMISTRY 25 (8): 3267–3277. doi:10.1039/d3gc00167a.
Vancouver
1.
Everaert J, Leus K, Rijckaert H, Debruyne M, Van Hecke K, Morent R, et al. A recyclable rhodium catalyst anchored onto a bipyridine covalent triazine framework for transfer hydrogenation of N-heteroarenes in water. GREEN CHEMISTRY. 2023;25(8):3267–77.
IEEE
[1]
J. Everaert et al., “A recyclable rhodium catalyst anchored onto a bipyridine covalent triazine framework for transfer hydrogenation of N-heteroarenes in water,” GREEN CHEMISTRY, vol. 25, no. 8, pp. 3267–3277, 2023.
@article{01H0Z576342MRA79107KWX5WRD,
  abstract     = {{Covalent triazine frameworks (CTFs) based on polydentate ligands are highly promising supports to coordinate well-defined active metal complexes, hereby combining the well-known reactivity of homogeneous catalysts with the robustness and recyclability of heterogeneous catalysts. Herein, we describe the immobilization of a half-sandwich Rh(III) complex onto a bipyridine-based CTF and its application for the transfer hydrogenation of N-heteroarenes in water with benign sodium formate as the hydrogen source. The heterogenized catalyst exhibited excellent activity toward a wide variety of quinoxalines and various other N-heteroarenes. Moreover, the catalyst maintained high activity during recycling and could be implemented in a continuous flow synthesis.}},
  author       = {{Everaert, Jonas and Leus, Karen and Rijckaert, Hannes and Debruyne, Maarten and Van Hecke, Kristof and Morent, Rino and De Geyter, Nathalie and Van Speybroeck, Veronique and Van Der Voort, Pascal and Stevens, Christian}},
  issn         = {{1463-9262}},
  journal      = {{GREEN CHEMISTRY}},
  keywords     = {{FORMIC-ACID,NITROGEN-HETEROCYCLES,REDUCTION,rhodium,covalent organic frameworks,transfer hydrogenation,catalysis,flow}},
  language     = {{eng}},
  number       = {{8}},
  pages        = {{3267--3277}},
  title        = {{A recyclable rhodium catalyst anchored onto a bipyridine covalent triazine framework for transfer hydrogenation of N-heteroarenes in water}},
  url          = {{http://doi.org/10.1039/d3gc00167a}},
  volume       = {{25}},
  year         = {{2023}},
}

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