126301-59-5Relevant articles and documents
Synthesis and crystal structures of sterically tuned ether functionalized NHC-silver(I) complexes: Antibacterial and nucleic acid interaction studies
Haque, Rosenani A.,Asekunowo, Patrick O.,Razali, Mohd. R.
, p. 2131 - 2147 (2014)
A series of new imidazolium salts (1-4) as N-heterocyclic carbene (NHC) precursors have been synthesized by successive N-alkylation method. Reactions of these salts with Ag2O by varying the metal to salt ratio forms a series of new Ag(I)-NHC co
NHC-silver(I) complexes as chemical nucleases; Synthesis, crystal structures, and antibacterial studies
Haque, Rosenani A.,Asekunowo, Patrick O.,Razali, Mohd. R.,Mohamad, Faisal
, p. 194 - 204 (2014)
A series of N-heterocyclic carbene (NHC) precursors, 1-methoxylethyl-3- allylimidazolium hexafluorophosphate (1), 1-ethyl-3-allylimidazolium hexafluorophosphate (2), and 1-pentyl-3-allylimidazolium hexafluorophosphate (3) were synthesized. These salts were treated with Ag2O to afford their corresponding mononuclear Ag(I)-NHC complexes, namely 1-methoxylethyl-3- allylimidazolium silver(I) hexafluorophosphate (4), 1-ethyl-3-allylimidazolium silver(I) hexafluorophosphate (5), and 1-pentyl-3-allylimidazolium silver(I) hexafluorophosphate (6), respectively. These compounds were characterized by physicochemical and spectroscopy techniques. Compounds 4 and 5 were structurally characterized by single crystal X-ray diffraction, and their stability in solution was investigated and found to be acceptable for the antibacterial studies. These new NHC precursors and their respective Ag-NHC complexes were screened for their antibacterial activities against Staphylococcus aureus (ATCC 12600) and Escherichia coli (ATCC 25922). Compounds 1-3 showed no inhibition, whereas 4-6 inhibited the growth of these bacteria. The nuclease activities of the reported compounds against plasmid DNA and RNA were assessed by gel electrophoresis, and the results indicate that complexes 5 and 6 can degrade both DNA and RNA in the absence of an oxidant.
Synthesis of Poly(silyl ether)s by Rhodium(I)-NHC Catalyzed Hydrosilylation: Homogeneous versus Heterogeneous Catalysis
Lazaro, Guillermo,Iglesias, Manuel,Fernandez-Alvarez, Francisco J.,SanzMiguel, Pablo J.,Perez-Torrente, Jesus J.,Oro, Luis A.
, p. 1133 - 1141 (2013)
The preparation of 1-(3-triisopropoxysilylpropyl)-3-(2-methoxyethyl)-imidazolium bromide or chloride salts and their reaction with [Rh(COD)(μ-OMe)]2 (COD=1,5-cyclooctadiene) to afford the corresponding [Rh(COD)(NHC)X] (X=Br, Cl; NHC=1-(3-triisopropoxysilylpropyl)-3-(2-methoxyethyl)-2-ilydene-imidazol) species is described. These new compounds were used as catalyst precursors for acetophenone hydrosilylation. The higher activity of the rhodium-chlorido complex evidences a clear halide effect in the activation of the catalyst. Immobilization of the catalytic precursor [Rh(COD)(NHC)Cl] on mobile crystalline material 41 (MCM-41) allows for the preparation of the corresponding heterogeneous catalyst. Reduction of acetophenone to PhMeCH-O-SiMe(OSiMe3)2 by hydrosilylation with 1,1,1,3,5,5,5-heptamethyltrisiloxane is effectively catalyzed by both the homogeneous and the heterogeneous catalysts, in which the homogeneous system is the more active. Interestingly, the heterogeneous catalyst is reusable. Both homo- and heterogeneous catalysts are also effective for the copolymerization of terephthalaldehyde and 1,1,3,3,5,5-hexamethyltrisiloxane, which affords the corresponding poly(silyl ether). The catalyst yields the heterogeneous system polymers with higher molecular weights (Mw=94000gmol-1) and a narrow molecular weight distribution (PDI=1.5-1.7).
Mixing divalent ionic liquids: effects of charge and side-chains
Bakis, Eduards,van den Bruinhorst, Adriaan,Pison, Laure,Palazzo, Ivan,Chang, Thomas,Kjellberg, Marianne,Weber, Cameron C.,Costa Gomes, Margarida,Welton, Tom
, p. 4624 - 4635 (2021)
We have prepared novel divalent ionic liquids (ILs) based on the bis(trifluoromethylsulfonyl)imide anion where two charged imidazolium groups in the cations are either directly bound to each other or linked by a single atom. We assessed the influence of the side-chain functionality and divalency on their physical properties and on the thermodynamics of mixing. The results indicate that shortening the spacer of a divalent IL reduces its thermal stability and increases its viscosity. Mixtures of divalent and monovalent ILs show small but significant deviations from ideality upon mixing. These deviations appear to depend primarily on the (mis)match of the nature and length of the cation side-chain. The non-ideality imposed by mixing ILs with different side-chains appears to be enhanced by the increase in formal charge of the cations in the mixture.
Influence of Cation Size and Polarity on Charge Transport in Ionic Liquid Based Electrolytes
Aydin, Banu,Oner, Saliha,Varlikli, Canan,Zafer, Ceylan
, (2022/01/26)
Imidazolium-based ionic liquids (ILs) with allyl and ether side chains were synthesized and characterized. Comprehensive structural and photoelectrochemical characterizations were performed, transport properties of ILs were also examined as electrolyte components in dye sensitized solar cells (DSSCs). The properties of synthesized materials and DSSC performances were compared with 1-propyl-3-methyl imidazolium iodide (PMII) and 1-allyl-3-ethyl imidazolium iodide (AEII) as reference ILs. Ionic conductivities, diffusion coefficients and charge transfer resistances of synthesized ionic liquids were investigated on DSSCs by Electrochemical Impedance Spectroscopy (EIS). The diffusion coefficient values of triiodide ions in different ionic liquid-based electrolytes were measured by the means of diffusion limited current density method and found to be 1.75×10?7 cm2 s?1 and 2.05×10?7 cm2 s?1 with corresponding photocurrent densities of 10.38 mAcm?2 and 12.13 mAcm?2 for the reference AEII and PMII based electrolytes, respectively. However, for the electrolytes of 1-(2-methoxyethyl)-3-allyl imidazolium iodide and 1-allyl-3-methyl imidazolium iodide ionic liquids, these values were found to be 0.86×10?7 cm2 s?1 and 0.57×10?7 cm2 s?1 with photocurrent densities of 9.53 mAcm?2 and 8.98 mAcm?2, respectively. Allyl and ether substituted imidazolium ILs exhibited promising results as potential alternative electrolyte materials for DSSCs.
Ion Conducting ROMP Monomers Based on (Oxa)norbornenes with Pendant Imidazolium Salts Connected via Oligo(oxyethylene) Units and with Oligo(ethyleneoxy) Terminal Moieties
Price, Terry L.,Choi, U Hyeok,Schoonover, Daniel V.,Arunachalam, Murugan,Xie, Renxuan,Lyle, Steven,Colby, Ralph H.,Gibson, Harry W.
, p. 1371 - 1388 (2019/02/19)
A matrix of 22 two-armed norbornene-based imidazolium TFSI monomers (8) was synthesized to determine the optimal structure in terms of single ion conductivity. For the chain tethering the imidazolium ring to the norbornene ring three or four oxyethylene units are optimal. A terminal group of two ethyleneoxy units was optimal. NMR studies indicated that both the tether oxyethylene units and the terminal ethyleneoxy units interact with the imidazolium cation via hydrogen bonding. 8r (X = 4, Y = 2) exhibited a conductivity of 9.57 × 10-5 S/cm at 25 °C and a Tg of -46 °C. Low Tg values do not correlate with higher conductivity as a result of the H-bonding interactions. Stability toward autopolymerization and reasonable conductivities provide an acceptable platform for ion conducting ROMP polymers. Four one-armed norbornene-based imidazolium TFSI monomers (15) were prepared with tetra(ethyleneoxy) linkers/spacers and variable terminal groups. All of these exhibited low Tgs (10-4 S/cm, the highest being 4.39 × 10-4 S/cm for 15c (Tg = -69 °C), the analogue of 8r, providing hope for outstanding polymers. Three oxanorbornene-based two-armed imidazolium TFSI monomers (18) were prepared with varied linkers and terminal groups. 18b possesses a room temperature conductivity of 1.2 × 10-4 S/cm, again augering well for polymers derived therefrom by ROMP.
