
Simple synthetic routes to N‐heterocyclic carbene gold(I)-aryl complexes : expanded scope and reactivity
- Author
- Nikolaos Tzouras (UGent) , Marina Saab (UGent) , Wim Janssens, Thibault Cauwenbergh, Kristof Van Hecke (UGent) , Fady Nahra (UGent) and Steven Nolan (UGent)
- Organization
- Abstract
- The discovery of sustainable and scalable synthetic protocols leading to gold-aryl compounds bearing N-heterocyclic carbene (NHC) ligands sparked an investigation of their reactivity and potential utility as organometallic synthons. The use of a mild base and green solvents provide access to these compounds, starting from widely available boronic acids and various [Au(NHC)Cl] complexes, with reactions taking place under air, at room temperature and leading to high yields with unprecedented ease. One compound, (N,N '-bis[2,6-(di-isopropyl)phenyl]imidazol-2-ylidene)(4-methoxyphenyl)gold, ([Au(IPr)(4-MeOC6H4)]), was synthesized on a multigram scale and used to gauge the reactivity of this class of compounds towards C-H/N-H bonds and with various acids, revealing simple pathways to gold-based species that possess attractive properties as materials, reagents and/or catalysts.
- Keywords
- General Chemistry, Catalysts, Gold Synthon, N-heterocyclic Carbenes, Sustainability, Synthetic Methodology, GOLD BOND FORMATION, STRUCTURAL-CHARACTERIZATION, ORGANOGOLD COMPOUNDS, COUPLING REACTIONS, TRANSMETALATION, PALLADIUM, ALKOXYLATION, COUNTERION, CATALYSIS, NHC
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Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-8661463
- MLA
- Tzouras, Nikolaos, et al. “Simple Synthetic Routes to N‐heterocyclic Carbene Gold(I)-Aryl Complexes : Expanded Scope and Reactivity.” CHEMISTRY-A EUROPEAN JOURNAL, vol. 26, no. 24, 2020, pp. 5541–51, doi:10.1002/chem.202000876.
- APA
- Tzouras, N., Saab, M., Janssens, W., Cauwenbergh, T., Van Hecke, K., Nahra, F., & Nolan, S. (2020). Simple synthetic routes to N‐heterocyclic carbene gold(I)-aryl complexes : expanded scope and reactivity. CHEMISTRY-A EUROPEAN JOURNAL, 26(24), 5541–5551. https://doi.org/10.1002/chem.202000876
- Chicago author-date
- Tzouras, Nikolaos, Marina Saab, Wim Janssens, Thibault Cauwenbergh, Kristof Van Hecke, Fady Nahra, and Steven Nolan. 2020. “Simple Synthetic Routes to N‐heterocyclic Carbene Gold(I)-Aryl Complexes : Expanded Scope and Reactivity.” CHEMISTRY-A EUROPEAN JOURNAL 26 (24): 5541–51. https://doi.org/10.1002/chem.202000876.
- Chicago author-date (all authors)
- Tzouras, Nikolaos, Marina Saab, Wim Janssens, Thibault Cauwenbergh, Kristof Van Hecke, Fady Nahra, and Steven Nolan. 2020. “Simple Synthetic Routes to N‐heterocyclic Carbene Gold(I)-Aryl Complexes : Expanded Scope and Reactivity.” CHEMISTRY-A EUROPEAN JOURNAL 26 (24): 5541–5551. doi:10.1002/chem.202000876.
- Vancouver
- 1.Tzouras N, Saab M, Janssens W, Cauwenbergh T, Van Hecke K, Nahra F, et al. Simple synthetic routes to N‐heterocyclic carbene gold(I)-aryl complexes : expanded scope and reactivity. CHEMISTRY-A EUROPEAN JOURNAL. 2020;26(24):5541–51.
- IEEE
- [1]N. Tzouras et al., “Simple synthetic routes to N‐heterocyclic carbene gold(I)-aryl complexes : expanded scope and reactivity,” CHEMISTRY-A EUROPEAN JOURNAL, vol. 26, no. 24, pp. 5541–5551, 2020.
@article{8661463, abstract = {{The discovery of sustainable and scalable synthetic protocols leading to gold-aryl compounds bearing N-heterocyclic carbene (NHC) ligands sparked an investigation of their reactivity and potential utility as organometallic synthons. The use of a mild base and green solvents provide access to these compounds, starting from widely available boronic acids and various [Au(NHC)Cl] complexes, with reactions taking place under air, at room temperature and leading to high yields with unprecedented ease. One compound, (N,N '-bis[2,6-(di-isopropyl)phenyl]imidazol-2-ylidene)(4-methoxyphenyl)gold, ([Au(IPr)(4-MeOC6H4)]), was synthesized on a multigram scale and used to gauge the reactivity of this class of compounds towards C-H/N-H bonds and with various acids, revealing simple pathways to gold-based species that possess attractive properties as materials, reagents and/or catalysts.}}, author = {{Tzouras, Nikolaos and Saab, Marina and Janssens, Wim and Cauwenbergh, Thibault and Van Hecke, Kristof and Nahra, Fady and Nolan, Steven}}, issn = {{0947-6539}}, journal = {{CHEMISTRY-A EUROPEAN JOURNAL}}, keywords = {{General Chemistry,Catalysts,Gold Synthon,N-heterocyclic Carbenes,Sustainability,Synthetic Methodology,GOLD BOND FORMATION,STRUCTURAL-CHARACTERIZATION,ORGANOGOLD COMPOUNDS,COUPLING REACTIONS,TRANSMETALATION,PALLADIUM,ALKOXYLATION,COUNTERION,CATALYSIS,NHC}}, language = {{eng}}, number = {{24}}, pages = {{5541--5551}}, title = {{Simple synthetic routes to N‐heterocyclic carbene gold(I)-aryl complexes : expanded scope and reactivity}}, url = {{http://dx.doi.org/10.1002/chem.202000876}}, volume = {{26}}, year = {{2020}}, }
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