Effective immobilisation of a metathesis catalyst bearing an ammonium-tagged NHC ligand on various solid supports

Krzysztof Skowerski, Jacek Białecki, Stefan J. Czarnocki, Karolina Żukowska and Karol Grela
Beilstein J. Org. Chem. 2016, 12, 5–15. https://doi.org/10.3762/bjoc.12.2

Supporting Information

Supporting Information File 1: Experimental procedures and analytical data of obtained compounds.
Format: PDF Size: 814.4 KB Download

Cite the Following Article

Effective immobilisation of a metathesis catalyst bearing an ammonium-tagged NHC ligand on various solid supports
Krzysztof Skowerski, Jacek Białecki, Stefan J. Czarnocki, Karolina Żukowska and Karol Grela
Beilstein J. Org. Chem. 2016, 12, 5–15. https://doi.org/10.3762/bjoc.12.2

How to Cite

Skowerski, K.; Białecki, J.; Czarnocki, S. J.; Żukowska, K.; Grela, K. Beilstein J. Org. Chem. 2016, 12, 5–15. doi:10.3762/bjoc.12.2

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 956.2 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Deme, J.; Nagyházi, M.; May, Z.; Hancsók, J.; Valyon, J.; Kéki, S.; Tuba, R.; Turczel, G. Synthesis and catalytic olefin metathesis activity of amberlyst-15 supported cyclic and bicyclic alkyl amino carbene ruthenium complexes. Reaction Kinetics, Mechanisms and Catalysis 2022, 135, 2519–2531. doi:10.1007/s11144-022-02261-3
  • Török, B.; Schäfer, C.; Kokel, A. Heterogeneous Catalysis in Sustainable Synthesis - Metathesis by heterogeneous catalysts. Heterogeneous Catalysis in Sustainable Synthesis; Elsevier, 2022; pp 279–316. doi:10.1016/b978-0-12-817825-6.00004-5
  • Toh, R. W.; Patrzałek, M.; Nienałtowski, T.; Piątkowski, J.; Kajetanowicz, A.; Wu, J.; Grela, K. Olefin Metathesis in Continuous Flow Reactor Employing Polar Ruthenium Catalyst and Soluble Metal Scavenger for Instant Purification of Products of Pharmaceutical Interest. ACS sustainable chemistry & engineering 2021, 9, 16450–16458. doi:10.1021/acssuschemeng.1c06522
  • Czarnocki, S. J.; Monsigny, L.; Sienkiewicz, M.; Kajetanowicz, A.; Grela, K. Ruthenium Olefin Metathesis Catalysts Featuring N-Heterocyclic Carbene Ligands Tagged with Isonicotinic and 4-(Dimethylamino)benzoic Acid Rests: Evaluation of a Modular Synthetic Strategy. Molecules (Basel, Switzerland) 2021, 26, 5220. doi:10.3390/molecules26175220
  • Wei, W.; Jia, G. Comprehensive Coordination Chemistry III - Metal-Carbon Bonds of Heavier Group 7 and 8 Metals (Tc, Re, Ru, Os): Mononuclear Tc/Re/Ru/Os Complexes With Metal-Carbon Bonds. Comprehensive Coordination Chemistry III; Elsevier, 2021; pp 123–439. doi:10.1016/b978-0-08-102688-5.00049-0
  • Pareras, G.; Tiana, D.; Poater, A. MOF Encapsulation of Ru Olefin Metathesis Catalysts to Block Catalyst Decomposition. Catalysts 2020, 10, 687. doi:10.3390/catal10060687
  • Chołuj, A.; Nogaś, W.; Patrzałek, M.; Krzesiński, P.; Chmielewski, M. J.; Kajetanowicz, A.; Grela, K. Preparation of Ruthenium Olefin Metathesis Catalysts Immobilized on MOF, SBA-15, and 13X for Probing Heterogeneous Boomerang Effect. Catalysts 2020, 10, 438. doi:10.3390/catal10040438
  • Olszewski, T. K.; Bieniek, M.; Skowerski, K. Ruthenium-Based Complexes Bearing Quaternary Ammonium Tags as Versatile Catalysts for Olefin Metathesis: From the Discovery to Practical Applications. Organic Process Research & Development 2020, 24, 125–145. doi:10.1021/acs.oprd.9b00483
  • Öztürk, B. Ö.; Şehitoğlu, S. K. Pyrene substituted amphiphilic ROMP polymers as nano-sized fluorescence sensors for detection of TNT in water. Polymer 2019, 183, 121868. doi:10.1016/j.polymer.2019.121868
  • Balcar, H.; Čejka, J. SBA-15 as a Support for Effective Olefin Metathesis Catalysts. Catalysts 2019, 9, 743. doi:10.3390/catal9090743
  • Chołuj, A.; Krzesiński, P.; Ruszczyńska, A.; Bulska, E.; Kajetanowicz, A.; Grela, K. Noncovalent Immobilization of Cationic Ruthenium Complexin a Metal–Organic Framework by Ion Exchange Leading to a HeterogeneousOlefin Metathesis Catalyst for Use in Green Solvents. Organometallics 2019, 38, 3397–3405. doi:10.1021/acs.organomet.9b00287
  • Gułajski, Ł.; Tracz, A.; Urbaniak, K.; Czarnocki, S. J.; Bieniek, M.; Olszewski, T. K. Ammonium-tagged ruthenium-based catalysts for olefin metathesis in aqueous media under ultrasound and microwave irradiation. Beilstein journal of organic chemistry 2019, 15, 160–166. doi:10.3762/bjoc.15.16
  • Chattopadhyay, S. K.; Ghosh, S.; Sil, S. Cross metathesis-mediated synthesis of hydroxamic acid derivatives. Beilstein journal of organic chemistry 2018, 14, 3070–3075. doi:10.3762/bjoc.14.285
  • Öztürk, B. Ö. Ammonium tagged Hoveyda-Grubbs catalysts immobilized on magnetically separable core-shell silica supports for ring-closing metathesis reactions. Microporous and Mesoporous Materials 2018, 267, 249–256. doi:10.1016/j.micromeso.2018.04.002
  • Kim, C.; Chung, H. Oligo(ethylene glycol) Length Effect of Water-Soluble Ru-Based Olefin Metathesis Catalysts on Reactivity and Removability. The Journal of organic chemistry 2018, 83, 9787–9794. doi:10.1021/acs.joc.8b01312
  • Kaczanowska, K.; Chwalba, M.; Pastva, J.; Kubů, M.; Ruszczyńska, A.; Bulska, E.; Balcar, H.; Skowerski, K. Carboxyl Graphene as a Superior Support for Bulky Ruthenium-Based Olefin Metathesis Catalyst. Organometallics 2018, 37, 1837–1844. doi:10.1021/acs.organomet.8b00026
  • Zielinski, G.; Majtczak, J.; Gutowski, M.; Grela, K. A Selective and Functional Group-Tolerant Ruthenium-Catalyzed Olefin Metathesis/Transfer Hydrogenation Tandem Sequence Using Formic Acid as Hydrogen Source. The Journal of organic chemistry 2018, 83, 2542–2553. doi:10.1021/acs.joc.7b02468
  • Herndon, J. W. The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2016. Coordination Chemistry Reviews 2018, 356, 1–114. doi:10.1016/j.ccr.2017.09.003
  • Szczepaniak, G.; Ruszczyńska, A.; Kosiński, K.; Bulska, E.; Grela, K. Highly efficient and time economical purification of olefin metathesis products from metal residues using an isocyanide scavenger. Green Chemistry 2018, 20, 1280–1289. doi:10.1039/c7gc03324a
  • Matsugi, M.; Kobayashi, Y.; Igarashi, R.; Ishikawa, Y.; Shimowaki, K.; Sugiyama, Y.; Shioiri, T.; Inukai, S. Activation of Grubbs–Hoveyda Second-Generation Catalysts Employing Aromatic Ligands Bearing a Widespread Aryl Substituent. HETEROCYCLES 2018, 97, 806. doi:10.3987/com-18-s(t)56

Patents

  • CHUNG HOYONG. Homogeneous catalysts that are recoverable by host-guest interactions. US 10828628 B2, Nov 10, 2020.
  • CHUNG HOYONG. Homogeneous catalysts that are recoverable by host guest interactions. US 10357763 B2, July 23, 2019.
  • CHUNG HOYONG. Water soluble homogeneous catalysts that are recoverable by phase selectivity and host-guest interactions. US 10300470 B2, May 28, 2019.
Other Beilstein-Institut Open Science Activities