A simple synthetic entryway into new families of NHC–gold-amido complexes and their in vitro antitumor activity

Abstract

A simple synthetic pathway to Au-NHC amido complexes is reported. Syntheses and isolation of [Au(NHC)(NR1R2)] complexes, bearing various NHC ligands and NH-containing heterocycles under mild conditions are described. The in...

Synthesis of Carbene‐Metal‐Amido (CMA) Complexes and Their Use as Precatalysts for the Activator‐Free, Gold‐Catalyzed Addition of Carboxylic Acids to Alkynes

“…The experimentally determined bond distances for AuÀ C NHC and AuÀ N are within the range of the classical NHC containing Au complexes (Table S1). [26,51] The maximum deviation from linear geometry is observed in complexes 1 a and 1 f with complex 1 c showing linear geometry.…”

Simple synthetic access to [Au(IBiox)Cl] complexes

“…Since 2013, when Nolan 17 and Gimeno 18 independently reported simple and efficient approaches to Au-NHC complexes using weak bases, this "weak base route" 19,20 has been extended to numerous metal-NHC syntheses. [21][22][23][24][25] We now extend the range of NHC ligands compatible with this weak base route to the IBiox ligand family with a focus on Au-IBiox complexes (Scheme 1). The classical synthetic route employed to access IBiox ligands usually leads to the isolation of triflate IBiox salts.…”

Advances in the Synthesis and Applications of N-Heterocyclic Carbene Metal Complexes with a Focus on the Weak Base Route

“…The reactions between [Au­(NHC)­Cl] precursors (NHC = IPr, SIPr, IPr*, ItBu, and IAd) and a wide scope of nitrogen-based heterocycles (5,6-dimethylbenzimidazole, pyrazole, imidazole, 5,6-dimethylbenzo­[ d ]­imidazole, 2-chlorobenzo­[ d ]­imidazole, phenothiazine, and 2,4,5-triphenylimidazole) usually proceed faster than in the case of carbazolyl derivatives (Scheme ). In fact, 1 h is generally sufficient to reach full conversion of the substrates in ethanol at 60 °C in the presence of potassium carbonate as the weak base. Since most of the studied amines are less acidic compared to carbazole, it appears that a pattern of reactivity more complicated than a simple acidity-driven trend is operative.…”