Imidazolinium and amidinium salts as Lewis acid organocatalysts

Oksana Sereda, Nicole Clemens, Tatjana Heckel and René Wilhelm
Beilstein J. Org. Chem. 2012, 8, 1798–1803.

Supporting Information

Supporting Information File 1: Experimental part.
Format: PDF Size: 205.7 KB Download

Cite the Following Article

Imidazolinium and amidinium salts as Lewis acid organocatalysts
Oksana Sereda, Nicole Clemens, Tatjana Heckel and René Wilhelm
Beilstein J. Org. Chem. 2012, 8, 1798–1803.

How to Cite

Sereda, O.; Clemens, N.; Heckel, T.; Wilhelm, R. Beilstein J. Org. Chem. 2012, 8, 1798–1803. doi:10.3762/bjoc.8.205

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

  • Kumar, V.; Chimni, S. S. Metal‐Free Ring‐Opening of Epoxides. ChemistrySelect 2023, 8. doi:10.1002/slct.202301963
  • Saranya, P. V.; Philip, R. M.; Anilkumar, G. Synthesis of Amines and Ammonium Salts. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering; Elsevier, 2023. doi:10.1016/b978-0-323-96025-0.00004-1
  • Mamedova, V. L.; Khikmatova, G. Z.; Korshin, D. E.; Mamedova, S. V. k.; Gavrilova, E. L.; Mamedov, V. A. o. Epoxides: methods of synthesis, reactivity, practical significance. Успехи химии 2022, 91. doi:10.57634/rcr5049
  • Poon, L.; Hum, J. R.; Weiss, R. G. Effects of cyclic and acyclic amidine side-chains on the properties of polysiloxane ionomers constructed in situ from three uncharged components. Soft matter 2022, 18, 5502–5508. doi:10.1039/d2sm00382a
  • Shen, L.-W.; Zhang, Y.-P.; You, Y.; Zhao, J.-Q.; Wang, Z.-H.; Yuan, W.-C. Inverse Electron-Demand Aza-Diels-Alder Reaction of α,β-Unsaturated Thioesters with In Situ-Generated 1,2-Diaza-1,3-dienes for the Synthesis of 1,3,4-Thiadiazines. The Journal of organic chemistry 2022, 87, 4232–4240. doi:10.1021/acs.joc.1c03072
  • Gilles, P.; De Borggraeve, W. 1,3-Diazepines. Comprehensive Heterocyclic Chemistry IV; Elsevier, 2022; pp 204–242. doi:10.1016/b978-0-12-818655-8.00075-5
  • Arisawa, M.; Yamaguchi, M. Thiiranes and Thiirenes––Fused Ring Derivatives. Comprehensive Heterocyclic Chemistry IV; Elsevier, 2022; pp 413–435. doi:10.1016/b978-0-12-409547-2.14759-6
  • Yıldırım, A.; Kaya, Y.; Göker, M. Screening of simple carbohydrates as a renewable organocatalyst for the efficient construction of 1,3-benzoxazine scaffold. Carbohydrate research 2021, 510, 108458. doi:10.1016/j.carres.2021.108458
  • Meyer, A. G.; Bissember, A. C.; Hyland, C. J. T.; Williams, C. C.; Szabo, M.; Wales, S. M.; Constable, G. E. O.; Olivier, W. J. Seven-Membered Rings. Progress in Heterocyclic Chemistry 2021, 32, 565–614. doi:10.1016/b978-0-323-89812-6.00016-x
  • Muntzeck, M.; Pippert, F.; Wilhelm, R. Tetraalkylammonium-based ionic liquids for a RuCl3 catalyzed C–H activated homocoupling. Tetrahedron 2020, 76, 131314. doi:10.1016/j.tet.2020.131314
  • Blanco, M. M.; Reamírez, M. A.; Caterina, M. C.; Perillo, I. A.; Oppezzo, G. A.; Shmidt, M. S.; Gutkind, G. O.; Di Conza, J. A.; Salerno, A. Ultrasound Promoted Synthesis and Antimicrobial Evaluation of Novel Seven and Eight-Membered 1,3-Disubstituted Cyclic Amidinium Salts. Open Journal of Medicinal Chemistry 2020, 10, 139–152. doi:10.4236/ojmc.2020.104008
  • Muntzeck, M.; Wilhelm, R. Protic ionic liquids as catalysts for a three-component coupling/hydroarylation/dehydrogenation tandem reaction. Zeitschrift für Naturforschung B 2018, 73, 515–519. doi:10.1515/znb-2018-0084
  • Corbin, W. C.; Nichol, G. S.; Zheng, Z. Amidine Production by the Addition of NH3 to Nitrile(s) Bound to and Activated by the Lewis Acidic [Re6(μ3-Se)8]2+ Cluster Core. Inorganic chemistry 2016, 55, 9505–9508. doi:10.1021/acs.inorgchem.6b01643
  • Muntzeck, M.; Wilhelm, R. Influence of Ionic Liquids on an Iron(III) Catalyzed Three-Component Coupling/Hydroarylation/Dehydrogenation Tandem Reaction. International journal of molecular sciences 2016, 17, 860. doi:10.3390/ijms17060860
  • Saddique, F. A.; Zahoor, A. F.; Faiz, S.; Naqvi, S. A. R.; Usman, M.; Ahmad, M. Recent trends in ring opening of epoxides by amines as nucleophiles. Synthetic Communications 2016, 46, 831–868. doi:10.1080/00397911.2016.1170148
  • Naidu, V. R.; Ni, S.; Franzén, J. The Carbocation: A Forgotten Lewis Acid Catalyst. ChemCatChem 2015, 7, 1896–1905. doi:10.1002/cctc.201500225
  • Naidu, V. R.; Bah, J.; Franzén, J. Direct Organocatalytic Oxo-Metathesis, a trans-Selective Carbocation-Catalyzed Olefination of Aldehydes. European Journal of Organic Chemistry 2015, 2015, 1834–1839. doi:10.1002/ejoc.201403651
  • Bah, J.; Naidu, V. R.; Teske, J.; Franzén, J. Carbocations as Lewis Acid Catalysts: Reactivity and Scope. Advanced Synthesis & Catalysis 2014, 357, 148–158. doi:10.1002/adsc.201400609
  • Thomas, C.; Brut, S.; Bibal, B. Quaternary ammoniums and a cationic sodium complex as supramolecular catalysts in ring-opening of epoxides by amines. Tetrahedron 2014, 70, 1646–1650. doi:10.1016/j.tet.2014.01.018
  • Lei, C.; Zhao, L.; Wang, D.-X.; Zhu, J.; Wang, M.-X. Functionalized imidazoliniums from the three-component domino reaction of N-formylmethylcarboxamides with amines and isocyanides. Org. Chem. Front. 2014, 1, 909–913. doi:10.1039/c4qo00203b
Other Beilstein-Institut Open Science Activities