Silver N-heterocyclic carbenes: emerging powerful catalysts

Wang, Zikun; Tzouras, Nikolaos V.; Nolan, Steven P.; Bi, Xihe

doi:10.1016/j.trechm.2021.04.006

Cited by 39 publications

(30 citation statements)

References 89 publications

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“…Sensing response to alcohol. Different from the common silver complexes, [44] silver clusters [18,19] and even silver wires, [22] herein we have obtained the silver frameworks, silver chains in Ag 22 -CBP and silver plates in Ag 16 -CBP with unique and continuous features, which provide good channels for electrons to go through and prompt us to study their conductivity in the solid state.…”

Section: C) D)mentioning

confidence: 98%

Self-Assembly of Silver Clusters into One- and Two-Dimensional Structures as Artificial Intelligent Sensors of Alcohol

Gao

Qin

Sharma

et al. 2021

Preprint

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Reggeization and response to external stimulus is an important part of artificial intelligence, which would significantly improve the quality of life in the future. The development of new materials for the design of sensitive and responsive sensors has become a crucial component. Here, two silver cluster-based polymers (Ag-CBPs), including one-dimensional (1D) {Ag22(L1)8(CF3CO2)14(CH3OH)2}n chain and two-dimensional (2D) {[Ag12(L2)2(CO2CF3)14(H2O)4(AgCO2CF3)4](HNEt3)2}n film, are designed and used to simulate the human nose - an elegant sensor to smells, to distinguish organic solvents. We study the relationship between the atomic structures of Ag-CBPs determined by X-ray diffraction and electrical properties in the presence of organic solvents (e.g. methanol, ethanol). The ligands, cations and the ligated solvent molecules not only play an important role in the self-assembly process of Ag-CBP materials, but also determine their physiochemical properties. An application of cluster-based polymers is demonstrated in the artificial intelligent sensors.

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Section: C) D)mentioning

confidence: 98%

Self-Assembly of Silver Clusters into One- and Two-Dimensional Structures as Artificial Intelligent Sensors of Alcohol

Gao

Qin

Sharma

et al. 2021

Preprint

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“…Representing fundamental starting materials, Ag(I)-NHC complexes were originally used as carbene transfer agents [10] for the conversion into other metal NHC systems. Recently, however, they have emerged as powerful catalysts in their own right [11]. Unsurprisingly for coordination compounds of coinage metals [12][13][14][15], silver complexes (of course, including…”

Section: Introductionmentioning

confidence: 99%

A Fluoroponytailed NHC–Silver Complex Formed from Vinylimidazolium/AgNO3 under Aqueous–Ammoniacal Conditions

et al. 2022

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3-(1H,1H,2H,2H-Perfluorooctyl)-1-vinylimidazolium chloride [2126844–17–3], a strong fluorosurfactant with remarkably high solubility in water, was expediently converted into the respective doubly NHC-complexed silver salt with nitrate as counter ion in quantitative yield. Due to its vinyl substituents, [bis(3-(1H,1H,2H,2H-perfluorooctyl)-1-vinylimidazol-2-ylidene)silver(I)] nitrate, Ag(FNHC)2NO3, represents a polymerizable N-heterocyclic carbene transfer reagent, thus potentially offering simple and robust access to coordination polymers with crosslinking metal bridges. The compound was characterized by infrared and NMR spectroscopy, mass spectrometry as well as elemental analysis, and supplemented by X-ray single-crystal structure determination. It crystallizes in the monoclinic crystal system in the space group P21/c. With 173.3°, the geometry of the Ag-carbene bridge deviates slightly from linearity. The disordered perfluoroalkyl side chains exhibit a helical conformation.

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“…They have proved to be useful activators in homogeneous catalysis for the hydrofunctionalization of allenes [9], alkenes [10] and alkynes [11], cycloisomerisations of enynes and ynones [12], C-H activation [13], and other organic transformations [14], as well as carbene transfer reactions [15]. Furthermore, in the past 15 years, the Ag(I) and Au(I) NHC-complexes have been studied in the catalysis of new and, until then, unexplored reactions [14,16]. NHC-Ag complexes have been tested in reactions of diboration of alkenes [17], in the 1,3-dipolar cycloadditions of azomethine ylides with prop-2-enoates [18], in the cyclopropanation reactions between styrene and phenyldiazoacetate [19] and in the Sonogashira coupling of phenylacetylene and 4-iodoacetophenone [20].…”

Section: Introductionmentioning

confidence: 99%

Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen Atoms

et al. 2021

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In this paper is reported the synthesis of N,N′ hydroxy derivative of NHC silver (3a–4a) and gold(I) (3b–4b) complexes of general formula [M(NHC)2]+ [MX2]−. All compounds were characterized by spectroscopic and analytic techniques. The complexes turned out to be effective in both catalytic and biological applications. They catalyzed the coupling of aldehyde, piperidine, and phenylacetylene in A3-reaction to produce propargylamines and showed antimicrobial activity. In fact, minimal inhibition concentration (MIC) tests with Gram-positive and Gram-negative bacteria demonstrated that the silver compounds are selective toward E. coli, whereas the gold analogues are active against S. aureus. Moreover, the N,N′ hydroxy derivative of NHC silver complexes 3a and 4a exhibited good anticancer activity on the HeLA cancer cells (3a-IC50 = 12.2 ± 0.1 µM, 4a-IC50 = 11.9 ± 1.2 µM), whereas gold complex 4b displayed good anticancer activity towards the MCF-7 cells (IC50 = 12.2 ± 1.2 µM).

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Silver N-heterocyclic carbenes: emerging powerful catalysts

Cited by 39 publications

References 89 publications

Self-Assembly of Silver Clusters into One- and Two-Dimensional Structures as Artificial Intelligent Sensors of Alcohol

Self-Assembly of Silver Clusters into One- and Two-Dimensional Structures as Artificial Intelligent Sensors of Alcohol

A Fluoroponytailed NHC–Silver Complex Formed from Vinylimidazolium/AgNO3 under Aqueous–Ammoniacal Conditions

Catalytic and Biological Activity of Silver and Gold Complexes Stabilized by NHC with Hydroxy Derivatives on Nitrogen Atoms

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