43067-26-1Relevant articles and documents
Synthetically Versatile Nitrogen Acyclic Carbene Stabilized Gold Nanoparticles
Chin, Jia Min,Keppler, Bernhard K.,Rúbio, Guilherme M. D. M.,Reithofer, Michael R.
, p. 15859 - 15862 (2020)
N-heterocyclic carbenes (NHCs) have received significant attention as gold nanoparticle stabilizers due to their strong binding affinity towards gold. However, their tunability is limited by the difficulty in obtaining nonsymmetric NHCs. In this regard, N-acyclic carbenes (NACs) are attractive alternatives due to their high synthetic versatility, allowing easy tuning of their steric and electronic properties towards specific applications. This work reports the first series of stable and monodisperse NAC-functionalized gold nanoparticles. These particles with sizes ranging 3.8 to 11.6 nm were characterized using NMR, UV/Vis and TEM. The nanoparticles display good stability at elevated temperatures and for extended periods both dried or dispersed in a medium, as well as in the presence of exogenous thiols. Importantly, these NAC-stabilized gold nanoparticles offer a promising and versatile alternative to NHC-stabilized gold nanoparticles.
Synthesis of Bioactive N-Acyclic Gold(I) and Gold(III) Diamino Carbenes with Different Ancillary Ligands
Montanel-Pérez, Sara,Elizalde, Raquel,Laguna, Antonio,Villacampa, M. Dolores,Gimeno, M. Concepción
, p. 4273 - 4281 (2019/08/07)
A series of gold(I) and gold(III) N-acyclic diamino carbene (ADC) complexes with different ancillary ligands have been synthesized. The chloride carbene derivatives [Au{C(NHR)(NHCH2py)}Cl] (R = Cy, R = naphthyl, R = xylyl) have been obtained by reaction of 2-picolylamine with the corresponding [AuCl(CNR)]. The gold(I) thiolate derivatives [Au{C(NHR)(NHCH2py)}(Spy)] were prepared by reaction of the chlorido complexes with 2-mercaptopyridine (2-HSpy) in presence of potassium carbonate. The phosphane derivative [Au(pyCH2NH2)(PPh3)](OTf) was obtained by reaction of freshly prepared [Au(OTf)(PPh3)] with 2-picolylamine. The phosphane-carbene complexes [Au{C(NHR)(NHCH2py}(PPh3)](OTf) were obtained from the reaction of picolylamino species with the isocyanide. The gold(III) derivative cis-[Au(C6F5)2(pyCH2NH2)](ClO4) was obtained by the reaction of 2-picolylamine with freshly [Au(C6F5)2(Et2O)2](ClO4). The reaction of the former with CNCy led to complex cis-[Au(C6F5)2{C(NHCy)(NHCH2py)}]ClO4 by a nucleophilic attack of the isocyanide to the amine ligand, thus producing a bidentate C,N acyclic carbene ligand. Cytotoxic studies against the tumor human cell lines Jurkat (T-cell leukaemia), MiaPaca2 (pancreatic carcinoma), A549 (lung carcinoma) and MDA-MB-231 (breast carcinoma) showed moderate to good cytotoxic activity for some of the complexes.
Room-Temperature Hydration of Alkynes Catalyzed by Different Carbene Gold Complexes and their Precursors
Xu, Yun,Hu, Xingbang,Zhang, Shufeng,Xi, Xiuxing,Wu, Youting
, p. 262 - 267 (2016/01/26)
The room-temperature hydration of alkynes catalyzed by NHC-gold(I) (NHC=N-heterocyclic carbene), NAC-gold(I) (NAC=nitrogen acyclic carbene), and isocyanide gold(I) complexes was investigated carefully in the presence of different weakly coordinating anion
