652134-09-3Relevant academic research and scientific papers
Pd(II) complexes of N-allyl substituted N-heterocyclic carbenes
Hahn, F. Ekkehardt,Heidrich, Beate,Lügger, Thomas,Pape, Tania
, p. 1519 - 1523 (2004)
The unsymmetrically substituted imidazolium salt 1-ethyl-3-allyl- imidazolium bromide 1 was synthesized by treatment of imidazole with one equivalent each of n-butyl lithium and ethyl bromide followed by treatment with one equivalent of allyl bromide. The symmetrically substituted derivatives 1,3-diallyl-imidazolium bromide 2 and 1,3-bis(3-methyl-2-butenyl)-imidazolium bromide 3 were obtained from imidazole and two equivalents of allyl bromide or 4-bromo-2-methyl-2-butenyl bromide, respectively, in the presence of sodium hydrogencarbonate as a base. The imidazolium bromides 1-3 react with Pd(OAc)2 to afford the palladium(II) dicarbene complexes trans-[PdBr2(L)2] (L = 1-ethyl-3-allyl-imidazolin-2- ylidene, 4; L= 1,3-diallyl-imidazolin-2-ylidene, 5; L= 1,3-di(3-methyl-2- butenyl)imidazolin-2-ylidene, 6) by in situ deprotonation of the imidazolium salts. The X-ray structure analyses of 4-6 show all three complexes to be mononuclear with palladium(II) coordinated in a square-planar fashion by two carbene and two bromo ligands.
Ultrafast igniting, imidazolium based hypergolic ionic liquids with enhanced hydrophobicity
Bhosale, Vikas K.,Kulkarni, Prashant S.
, p. 1250 - 1258 (2017/02/10)
Exploring ultrafast igniting and hydrolytically stable ionic liquids (ILs) has a wide scope in hypergolic rocket fuels. The hydrophobicities of ILs, induced by a smart change in alkyl substituents of imidazolium cations with energy-rich cyanoborohydride, [BH3CN]- and dicyanamide, [DCA]- anions were examined for the first time. The physico-chemical properties and performance of ILs were also studied. Consequently, hydrolytic stability in terms of moisture study of all the ILs was thoroughly investigated under standard environmental conditions. The analysis indicates that the IL 14, 1-allyl-3-octyl imidazolium cyanoborohydride is most hydrophobic and hydrolytically stable. Studies evaluating the role of the cationic hydrocarbon chain and the nature of anions of ILs on the properties of hypergolic fuel were carried out. All the ILs are liquid at room temperature and exhibit a positive heat of formation. IL 10, 1,3-diallyl-imidazolium cyanoborohydride exhibited the shortest ignition delay of 1.9 ms with WFNA and IL 11, 1-allyl-3-ethyl imidazolium cyanoborohydride presented the lowest viscosity of 16.62 mPa s. Therefore, these ILs can be suggested as potential candidates for replacing acutely toxic and carcinogenic hydrazine and its methylated derivatives as hypergolic fuels.
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 (2014/06/09)
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.
Allylimidazolium halides as novel room temperature ionic liquids
Mizumo, Tomonobu,Marwanta, Edy,Matsumi, Noriyoshi,Ohno, Hiroyuki
, p. 1360 - 1361 (2007/10/03)
Liquid state halide salts composed of imidazolium cations having allyl groups were prepared. Their ionic conductivity, viscosity, and thermal properties were investigated. Introduction of allyl group on N-position effectively suppressed the crystallizatio
