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Fused Polycyclic NHC Ligands in Gold Catalysis: Recent Advances

Paul A. Teixeira, Stéphanie Bastin, Vincent César

2022Israel Journal of Chemistry16 citationsDOIOpen Access PDF

Abstract

Abstract Thanks to their appealing properties, N‐heterocyclic carbene (NHC) ligands gained considerable significance as highly powerful ancillary ligands in gold catalysis. While NHC‐gold catalysis is still dominated by the classical imidazole‐derived NHC ligands, annelated NHC systems, which feature fused aromatic rings to the carbenic heterocycle, have drawn wider attention over the last few years thanks to their unique structural and electronic properties. Fused polyaromatic NHCs are indeed versatile platforms that offer unique stereoelectronic tuning possibilities to exhibit superior activity and/or selectivity in NHC‐gold catalysis. But their polycyclic scaffolds also provide further scope for functionalization and the introduction of chirality, stimuli‐responsiveness, or cooperativity within the NHC‐gold systems. In this review, the recent advances in this area are discussed and a particular attention is drawn on the unique role of the annelation.

Topics & Concepts

CarbeneCatalysisAnnulationChemistryNanotechnologyCombinatorial chemistryCooperativityChirality (physics)Supramolecular chemistryMaterials scienceOrganic chemistryMoleculePhysicsBiochemistryQuantum mechanicsQuarkNambu–Jona-Lasinio modelChiral symmetry breakingCatalytic Alkyne ReactionsCatalytic Cross-Coupling ReactionsN-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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