ArticleCommunications chemistry2022
Thiazol-2-ylidenes as N-Heterocyclic carbene ligands with enhanced electrophilicity for transition metal catalysis.
Article in Communications chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Ligand-Enabled Hydrohydrazidation of Alkynes Catalyzed by Unsymmetrical Gold(I)-Thiazol-2-ylidenes.Organic chemistry frontiers : an international journal of organic chemistry · 2026Article
- Synthesis of 2-Oxazolines fromMolecules (Basel, Switzerland) · 2025Review
- Structurally Flexible (Thiazol-2-ylidene)Pd(Allyl)Cl Complexes for Suzuki-Miyaura Cross-Coupling of Aryl Halides and Amides.Organic letters · 2025Article
- Cationic and Homoleptic Copper(I)-Thiazol-2-ylidenes: Highly Reactive Thiazole N-Heterocyclic Carbenes σ-Lewis Acid Catalysts.Organic chemistry frontiers : an international journal of organic chemistry · 2025Article
- Metal-N-Heterocyclic Carbene Complexes in Buchwald-Hartwig Amination Reactions.Chemical reviews · 2025Review
- IPr*Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- IPrOrganometallics · 2024Article
- Wingtip-Flexible N-Heterocyclic Carbenes: Unsymmetrical Connection between IMes and IPr.Angewandte Chemie (International ed. in English) · 2024Article
- [Au(NpCatalysis science & technology · 2023Article
- Chalcogen-substituted carbenes: a density functional study of structure, stability, and donor ability.RSC advances · 2023Article
- IChemical science · 2023Article
- L-Shaped Heterobidentate Imidazo[1,5-a]pyridin-3-ylidene (N,C)-Ligands for Oxidant-Free AuAngewandte Chemie (International ed. in English) · 2023Article
- Ag-NHC Complexes in the π-Activation of Alkynes.Molecules (Basel, Switzerland) · 2023Review
- Application of N-heterocyclic carbene-Cu(I) complexes as catalysts in organic synthesis: a review.Beilstein journal of organic chemistry · 2023Review
- [Ni(Np#)(η5-Cp)Cl]: Flexible, Sterically Bulky, Well-Defined, Highly Reactive Complex for Nickel-Catalyzed Cross-Coupling.Organometallics · 2022Article
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Authors and funding
11 authors.
Funding
Abstract
Over the last 20 years, N-heterocyclic carbenes (NHCs) have emerged as a dominant direction in ligand development in transition metal catalysis. In particular, strong σ-donation in combination with tunable steric environment make NHCs to be among the most common ligands used for C-C and C-heteroatom bond formation. Herein, we report the study on steric and electronic properties of thiazol-2-ylidenes. We demonstrate that the thiazole heterocycle and enhanced π-electrophilicity result in a class of highly active carbene ligands for electrophilic cyclization reactions to form valuable oxazoline heterocycles. The evaluation of steric, electron-donating and π-accepting properties as well as structural characterization and coordination chemistry is presented. This mode of catalysis can be applied to late-stage drug functionalization to furnish attractive building blocks for medicinal chemistry. Considering the key role of N-heterocyclic ligands, we anticipate that N-aryl thiazol-2-ylidenes will be of broad interest as ligands in modern chemical synthesis.
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Registered trials
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