Nitro-Grela-type complexes containing iodides – robust and selective catalysts for olefin metathesis under challenging conditions

Andrzej Tracz, Mateusz Matczak, Katarzyna Urbaniak and Krzysztof Skowerski
Beilstein J. Org. Chem. 2015, 11, 1823–1832. https://doi.org/10.3762/bjoc.11.198

Supporting Information

Supporting Information File 1: Experimental and spectral data for nG-I2, nG-SIPr-I2 and the test reactions.
Format: PDF Size: 562.1 KB Download

Cite the Following Article

Nitro-Grela-type complexes containing iodides – robust and selective catalysts for olefin metathesis under challenging conditions
Andrzej Tracz, Mateusz Matczak, Katarzyna Urbaniak and Krzysztof Skowerski
Beilstein J. Org. Chem. 2015, 11, 1823–1832. https://doi.org/10.3762/bjoc.11.198

How to Cite

Tracz, A.; Matczak, M.; Urbaniak, K.; Skowerski, K. Beilstein J. Org. Chem. 2015, 11, 1823–1832. doi:10.3762/bjoc.11.198

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.

Citations to This Article

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

Scholarly Works

  • Morita, I.; Ward, T. R. Recent advances in the design and optimization of artificial metalloenzymes. Current opinion in chemical biology 2024, 81, 102508. doi:10.1016/j.cbpa.2024.102508
  • Ingram, A. A.; Wang, D.; Schwaneberg, U.; Okuda, J. Grubbs-Hoveyda catalysts conjugated to a β-barrel protein: Effect of halide substitution on aqueous olefin metathesis activity. Journal of inorganic biochemistry 2024, 258, 112616. doi:10.1016/j.jinorgbio.2024.112616
  • Nasibullin, I.; Yoshioka, H.; Mukaimine, A.; Nakamura, A.; Kusakari, Y.; Chang, T.-C.; Tanaka, K. Catalytic olefin metathesis in blood. Chemical science 2023, 14, 11033–11039. doi:10.1039/d3sc03785a
  • Nechmad, N. B.; Iudanov, K.; Tarannam, N.; Kobernik, V.; Kozuch, S.; Lemcoff, N. G. Coordinating Additives as Activity Modulators in Diiodo Latent Olefin Metathesis Catalysts. ChemCatChem 2023, 15. doi:10.1002/cctc.202201690
  • Alassad, N.; Nechmad, N. B.; Phatake, R. S.; Reany, O.; Lemcoff, N. G. Steric and electronic effects in latent S-chelated olefin metathesis catalysts. Catalysis Science & Technology 2023, 13, 321–328. doi:10.1039/d2cy00943a
  • Jawiczuk, M.; Kuźmierkiewicz, N.; Nowacka, A. M.; Moreń, M.; Trzaskowski, B. Mechanistic, Computational Study of Alkene-Diazene Heterofunctional Cross-Metathesis Catalyzed by Ruthenium Complexes. Organometallics 2023, 42, 146–156. doi:10.1021/acs.organomet.2c00516
  • Blanco, C. O.; Fogg, D. E. Water-Accelerated Decomposition of Olefin Metathesis Catalysts. ACS catalysis 2023, 13, 1097–1102. doi:10.1021/acscatal.2c05573
  • Leyva-Pérez, A.; Garnes-Portolés, F.; Sánchez-Quesada, J.; Espinós-Ferri, E. Synthesis of Dehydromuscone by an Alkene Metathesis Macrocyclization Reaction at 0.2 M Concentration. Synlett 2022, 33, 1933–1937. doi:10.1055/a-1932-9317
  • Phatake, R. S.; Nechmad, N. B.; Reany, O.; Lemcoff, N. G. Highly Substrate‐Selective Macrocyclic Ring Closing Metathesis. Advanced Synthesis & Catalysis 2022, 364, 1465–1472. doi:10.1002/adsc.202101515
  • Saied, E. M.; Arenz, C. Stereoselective Synthesis of Novel Sphingoid Bases Utilized for Exploring the Secrets of Sphinx. International journal of molecular sciences 2021, 22, 8171. doi:10.3390/ijms22158171
  • Nascimento, D. L.; Foscato, M.; Occhipinti, G.; Jensen, V. R.; Fogg, D. E. Bimolecular Coupling in Olefin Metathesis: Correlating Structure and Decomposition for Leading and Emerging Ruthenium-Carbene Catalysts. Journal of the American Chemical Society 2021, 143, 11072–11079. doi:10.1021/jacs.1c04424
  • Blanco, C. O.; Nascimento, D. L.; Fogg, D. E. Routes to High-Performing Ruthenium-Iodide Catalysts for Olefin Metathesis: Ligand Lability Is Key to Efficient Halide Exchange. Organometallics 2021, 40, 1811–1816. doi:10.1021/acs.organomet.1c00253
  • Patra, S. G.; Das, N. K. Recent advancement on the mechanism of olefin metathesis by Grubbs catalysts: A computational perspective. Polyhedron 2021, 200, 115096. doi:10.1016/j.poly.2021.115096
  • Nechmad, N. B.; Kobernik, V.; Tarannam, N.; Phatake, R.; Eivgi, O.; Kozuch, S.; Lemcoff, N. G. Reactivity and Selectivity in Ruthenium Sulfur‐Chelated Diiodo Catalysts. Angewandte Chemie 2021, 133, 6442–6446. doi:10.1002/ange.202014929
  • Nechmad, N. B.; Kobernik, V.; Tarannam, N.; Phatake, R. S.; Eivgi, O.; Kozuch, S.; Lemcoff, N. G. Reactivity and Selectivity in Ruthenium Sulfur‐Chelated Diiodo Catalysts. Angewandte Chemie (International ed. in English) 2021, 60, 6372–6376. doi:10.1002/anie.202014929
  • Blanco, C. O.; Sims, J. M.; Nascimento, D. L.; Goudreault, A. Y.; Steinmann, S. N.; Michel, C.; Fogg, D. E. The Impact of Water on Ru-Catalyzed Olefin Metathesis: Potent Deactivating Effects Even at Low Water Concentrations. ACS catalysis 2021, 11, 893–899. doi:10.1021/acscatal.0c04279
  • Kajetanowicz, A.; Grela, K. Durch Nitro- und andere elektronenziehende Gruppen aktivierte Ruthenium-Katalysatoren für die Olefinmetathese. Angewandte Chemie 2020, 133, 13854–13873. doi:10.1002/ange.202008150
  • Kajetanowicz, A.; Grela, K. Nitro and Other Electron Withdrawing Group Activated Ruthenium Catalysts for Olefin Metathesis Reactions. Angewandte Chemie (International ed. in English) 2020, 60, 13738–13756. doi:10.1002/anie.202008150
  • Pieczykolan, M.; Czaban-Jóźwiak, J.; Malinska, M.; Woźniak, K.; Dorta, R.; Rybicka, A.; Kajetanowicz, A.; Grela, K. The Influence of Various N-Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts. Molecules (Basel, Switzerland) 2020, 25, 2282. doi:10.3390/molecules25102282
  • Breen, C. P.; Parrish, C.; Shangguan, N.; Majumdar, S.; Murnen, H.; Jamison, T. F.; Bio, M. M. A Scalable Membrane Pervaporation Approach for Continuous Flow Olefin Metathesis. Organic Process Research & Development 2020, 24, 2298–2303. doi:10.1021/acs.oprd.0c00061

Patents

  • CHWALBA MICHAL; GAWIN ANNA; SKOWERSKI KRZYSZTOF. RUTHENIUM COMPLEX AND METHOD OF CONDUCTING OLEFIN METATHESIS REACTIONS WITH FORMATION OF AN INTERNAL BOND USING THE RUTHENIUM COMPLEX AS A CATALYST. WO 2021130622 A3, Aug 5, 2021.
Other Beilstein-Institut Open Science Activities