Showing papers on "Ethylenediamine published in 2009"
TL;DR: This chemisorption interaction is the strongest reported to date for a metal-organic framework and points toward the potential utility of alkylamine-appended frameworks for the postcombustion capture of CO(2) from low-pressure flue gas streams.
Abstract: Reaction of CuCl2·2H2O with 1,3,5-tris(1H-1,2,3-triazol-5-yl)benzene (H3BTTri) in DMF at 100 °C generates the metal−organic framework H3[(Cu4Cl)3(BTTri)8(DMF)12]·7DMF·76H2O (1-DMF). The sodalite-type structure of the framework consists of BTTri3−-linked [Cu4Cl]7+ square clusters in which each CuII center has a terminal DMF ligand directed toward the interior of a large pore. The framework exhibits a high thermal stability of up to 270 °C, as well as exceptional chemical stability in air, boiling water, and acidic media. Following exchange of the guest solvent and bound DMF molecules for methanol to give 1-MeOH, complete desolvation of the framework at 180 °C generated H3[(Cu4Cl)3(BTTri)8] (1) with exposed CuII sites on its surface. Following a previously reported protocol, ethylenediamine molecules were grafted onto these sites to afford 1-en, featuring terminal alkylamine groups. The N2 adsorption isotherms indicate a reduction in the BET surface area from 1770 to 345 m2/g following grafting. The H2 adso...
1,036 citations
TL;DR: In this paper, CdS nanocrystals were synthesized by a hydrothermal method using ethylenediamine (en) as the template agent and coordination agent, and characterized by transmission electron microscopy (TEM).
Abstract: CdS nanocrystals were synthesized by a hydrothermal method using ethylenediamine (en) as the template agent and coordination agent, and characterized by transmission electron microscopy (TEM), high...
290 citations
TL;DR: In this paper, various primary and secondary amines namely monoethanolamine (MEA), ethylenediamine (ED), and isopropanol amine (IPA) have been immobilized on synthetic zeolite 13X and quantitative estimations of the amine loadings were undertaken using different analytical techniques namely titrimetric, total organic carbon and gas chromatography analysis.
211 citations
TL;DR: In this paper, Nanoplate-stacked star-like BiVO4 products have been successfully synthesized by a hydrothermal method, where a water/ethanol mixture was the solvent and ethylenediamine tetraacetic acid (EDTA) was the chelating agent.
Abstract: Nanoplate-stacked starlike BiVO4 products have been successfully synthesized by a hydrothermal method, where a water/ethanol mixture was the solvent and ethylenediamine tetraacetic acid (EDTA) was the chelating agent. The molar ratio of EDTA to Bi3+ was found to play an important role in the formation of this morphology. These starlike BiVO4 samples exhibited a high visible-light-driven photocatalytic efficiency. For the degradation of methylene blue (MB) under visible-light irradiation (λ > 420 nm), about 91% of the MB was degraded within 25 min. This is much higher than for BiVO4 samples prepared by solid-state reaction (bulk BiVO4) and other hydrothermal synthesis methods. The reasons for the differences in the photocatalytic activities of these BiVO4 samples were further investigated.
123 citations
TL;DR: Salen-type ligands, together with an salicylaldehyde bearing a methyl substituent on its 3-position, unexpectedly afford cobalt(III) complexes with uncoordinated imines, which show excellent activities in carbon dioxide/propylene oxide copolymerization but with some fluctuation in induction times.
Abstract: Salen-type ligands comprised of ethylenediamine or 1,2-cyclohexenediamine, along with an salicylaldehyde bearing a methyl substituent on its 3-position and a −[CR(CH2CH2CH2N+Bu3)2] (R = H or Me) on its 5-position, unexpectedly afford cobalt(III) complexes with uncoordinated imines. In these complexes, two salen−phenoxys and two 2,4-dinitrophenolates (DNPs), which counter the quaternary ammonium cations, coordinate persistently with cobalt, while two other DNPs are fluxional between a coordinated and an uncoordinated state in THF at room temperature. The complexes of this binding mode show excellent activities in carbon dioxide/propylene oxide copolymerization (TOF, 8 300−13 000 h−1) but with some fluctuation in induction times (1−10 h), depending on how dry the system is. The induction time is shortened (<1.0 h) and activity is increased ∼1.5 times upon the replacement of the two fluxional DNPs with 2,4-dinitrophenol-2,4-dinitrophenolate homoconjugation ([DNP···H···DNP]−). Imposing steric congestion eithe...
117 citations
TL;DR: These studies provide a comprehensive overview of the structural and spectroscopic properties of these often-cited yet elusive air- and moisture-sensitive species, helping to complement the existing data in the chemical literature.
Abstract: The reaction of ethylenediamine (en) solutions of 2,2′- and 2,4′-bipyridine (bipy) with varying stoichiometric amounts of potassium and rubidium metal resulted in the isolation of compositionally p...
95 citations
TL;DR: complex 2d is fluorescent in nature and showed fluorescence quenching in solution upon the binding of hard transition metal ions into the N(4) pocket, and the fluorescence intensity of the Ni(2+) bound complex was regained when the metal was removed by a stronger chelating 2,2'-dipyridyl ligand.
Abstract: A PtII2 organometallic “clip” (1a) containing ethynyl functionality is synthesized. Multinuclear NMR and electrospray ionization mass spectrometry characterized this “clip”, and the molecular structure was determined in an X-ray single-crystal diffraction study. A series of discrete molecular rectangles (2a−d) have been synthesized from this “clip” in combination with dipyridyl-based linear linkers (L1−4) by a metal−ligand coordination driven self-assembly approach [where L1 = 4,4′-bipyridine, L2 = trans-1,2-bis(4-pyridyl)ethylene, L3 = N-(4-pyridyl)isonicotinamide, and L4 = N,N′-bis(4-pyridylidene)ethylenediamine]. Rectangle 2d was designed using the imine-based ligand L4 to make it a system composed of a fluorophore−receptor−fluorophore combination. The imine N4 pocket is the receptor site, while the anthracene-based “clip” is the fluorophore. Complex 2d is fluorescent in nature and showed fluorescence quenching in solution upon the binding of hard transition metal ions (Fe3+, Cu2+, Ni2+, and Mn2+) into...
93 citations
TL;DR: The single-step facile approach for highly water stable assembly of amine-functionalized Fe(3)O(4) nanoparticles using thermal decomposition of Fe-chloride precursors in ethylene glycol medium in the presence of ethylenediamine indicates that nanoassemblies are a promising high efficiency T2 contrast agent platform.
74 citations
TL;DR: In this article, it was shown that the addition of KI increased the yield from 6% to 91% in the cyanation of bromobenzene in the solvent of NMP.
71 citations
TL;DR: Interestingly, among the present complexes, 3 containing coordinated N-methylimidazolyl nitrogen shows the highest rate of intradiol cleavage, which correlates with the highest energy of DBC( 2-)-to-iron(III) LMCT band and the most negative DBSQ/DBC(2-) redox potential.
Abstract: The iron(III) complexes [Fe(L)Cl2] 1−6 of the tripodal monophenolate ligands N,N-bis(2-pyridylmethyl)-N′-(2-hydroxybenzyl)amine H(L1), [(1-methylimidazol-2-ylmethyl)-(pyrid-2-ylmethyl)aminomethyl]-phenol H(L2), 2,4-dimethyl-6-[(1-methylimidazol-2-ylmethyl)(pyrid-2-ylmethyl)aminomethyl]phenol H(L3), N,N-dimethyl-N′-(pyrid-2-ylmethyl)-N′-(2-hydroxybenzyl)ethylenediamine H(L4), N,N-dimethyl-N′-(1-methylimidazol-2-ylmethyl)-N′-(2-hydroxybenzyl)ethylenediamine H(L5), and N,N-dimethyl-N′-(1-methylimidazol-2-ylmethyl)-N′-(2-hydroxy-3,5-dimethylbenzyl)ethylenediamine H(L6) have been isolated and studied as structural and functional models for the intradiol-cleaving catechol dioxygenase enzymes. The complexes have been characterized using elemental analysis, electrospray ionization mass spectrometry, and absorption spectral and electrochemical methods. The single crystal X-ray structures of [Fe(L3)Cl2] 3 and [Fe(L6)Cl2] 6 have been successfully determined, and the rhombically distorted octahedral coordination geom...
62 citations
TL;DR: The reaction of ethylenediamine solutions of K(4)E(9) with diaryl and dialkyl organozinc reagents yielded the functionalized Zintl ions, characterized in the solid-state as [K( 2,2,2-crypt](+) salts by single-crystal X-ray diffraction and elemental analysis, while the presence of all six cluster anions in solution was confirmed by (1)H and (13)C{(
Abstract: The reaction of ethylenediamine solutions of K4E9 (E = Ge, Sn, Pb) with diaryl and dialkyl organozinc reagents ZnMes2 and ZniPr2 yielded the functionalized Zintl ions, closo-[E9ZnR]3− (R = Mes: E = Ge (1), Sn (2), Pb (3); R = iPr: E = Ge (4), Sn (5), Pb (6)). These reactions proceed via reductive zinc–carbon bond activation of the organometallic reagents by the free solvated electrons present in ethylenediamine solutions of intermetallic Zintl phases. The functionalized cluster anions 1, 2 and 4–6 were characterized in the solid-state as [K(2,2,2-crypt)]+ salts by single-crystal X-ray diffraction and elemental analysis, while the presence of all six cluster anions in solution was confirmed by 1H and 13C{1H} NMR spectroscopy and electrospray mass spectrometry.
TL;DR: In this article, water dispersible ceria nanoparticles were synthesized directly in ethylenediamine for direct room temperature synthesis of ultrasmall (2.5 ± 0.2 nm).
Abstract: Direct room temperature synthesis of ultrasmall (2.5 ± 0.2 nm), water dispersible ceria nanoparticles are reported for the first time. Nanoparticles were synthesized directly in ethylenediamine tha...
TL;DR: Cadmium sulfide nanorods and nanoparticles were successfully produced by a solvothermal reaction at 200°C for 24h using ethylenediamine and water as pure and mixed solvents.
TL;DR: In this article, complexing polymer-coated electrodes have been synthesized by oxidative electropolymerization of ethylenediamine tetra-N-(3-pyrrole-1-yl)propylacetamide (monomer L).
Abstract: Complexing polymer-coated electrodes have been synthesized by oxidative electropolymerization of ethylenediamine tetra-N-(3-pyrrole-1-yl)propylacetamide (monomer L). The presence of four polymerizable pyrrole fragments on the same EDTA skeleton was thought to confer enhanced rigidity and controlled dimensionality to the resulting complexing materials, which were used for the electrochemical detection of Hg(II), Cu(II), Pb(II) and Cd(II) ions by means of the chemical preconcentration-anodic stripping technique. The polyamide electrode material showed particularly a significant selectivity towards mercury ions, even in the presence of a large excess of other metal cations. Moreover, the use of imprinted polymer-coated electrodes prepared by electropolymerization of L in the presence of metal cations turned out to significantly improve the detection limits, down to 5×10−10 mol L−1 for Hg(II) and Cu(II) species.
TL;DR: DFT calculations suggest that the low-energy electronic transitions in 1-7 are characterized by HOMO(-i)-LUMO(+1) (i=1 for 1-6 or i=4 for 7) transitions localized on the salen moiety, with much involvement of the C5 position in the HOMo(-i).
Abstract: Showing their true colors? Full emission color tuning in the visible region can be achieved with salen-aluminum complexes that are electronically modulated at C5 of the phenoxide ring in the salen moiety. Emission spectra for various substituents R(5) are shown (EWG: electron-withdrawing group, EDG: electron-donating group).A series of salen-aluminum complexes, [{(R(5))(2)-salen(3-tBu)(2)}Al(OC(6)H(4)-p-C(6)H(5))] (salen=N,N'-bis(salicylidene)ethylenediamine; R(5)=H (1), tBu (2), Br (3), Ph (4), OMe (5), NMe(2) (6)) and [{5,5'-(NMe(3))(2)-salen(3-tBu)(2)}Al(OC(6)H(4)-p-C(6)H(5))][OTf](2) (7; OTf=CF(3)SO(3)) that are electronically modulated directly at C5 of the phenoxide ring in the salen moiety has been prepared. The crystal structures of 1, 4, 6, and 7 determined by X-ray diffraction reveal distorted square-pyramidal geometries around the Al atoms. Complexes 1-7 are all air-stable in both the solid and solution states and have high thermal stability (decomp 313-338 degrees C). Differential scanning calorimetric analyses show that they can form amorphous glasses with glass transition temperatures of 95-132 degrees C depending on the C5 substituent. UV/Vis absorption spectra of the complexes exhibit major bands at lambda=338-413 nm assignable to salen-centered pi-pi* transitions with a gradual red shift of the absorption maximum wavelengths as the substituent is varied from an electron-withdrawing (NMe(3)) to an electron-donating group (NMe(2)). The maxima in the emission spectra of 1-7 occur over the entire visible region, ranging from lambda=438 nm for 7 to lambda=599 nm for 6, with high fluorescence quantum efficiencies of up to Phi=0.40 for 4 in solution. DFT calculations suggest that the low-energy electronic transitions in 1-7 are characterized by HOMO(-i)-LUMO(+1) (i=1 for 1-6 or i=4 for 7) transitions localized on the salen moiety, with much involvement of the C5 position in the HOMO(-i). Thus, the electronic alteration at the C5 position of the phenoxide ring, which mainly affects the HOMO(-i) energy levels of salen-Al luminophores, is responsible for the observed emission color-tuning properties over the entire visible region.
TL;DR: A series of amine- or diamine-functionalized mesopolymers with cubic or hexagonal mesostructures have been prepared by two-step chemical modification procedures involving chloromethylation of the FDU-type mesoporous resol materials first with chloromethel methyl ether, and a subsequent amination reaction with methylamine, dimethylamine or ethylenediamine as discussed by the authors.
Abstract: A series of amine- or diamine-functionalized mesopolymers with cubic or hexagonal mesostructures have been prepared by two-step chemical modification procedures involving chloromethylation of the FDU-type mesoporous resol materials first with chloromethyl methyl ether, and a subsequent amination reaction with methylamine, dimethylamine or ethylenediamine. Various techniques such as XRD, SEM, TEM, N2 adsorption, FTIR, 13C NMR and elemental analysis have been adopted to track the functionalization processes, and to characterize the structures, porosity, chemical compositions and basicity of the materials. The amino group-containing mesopolymer materials prove to be efficient heterogeneous base catalysts in Knoevenagel condensation of benzaldehyde with ethyl cyanoacetate. The possible mechanisms of Knoevenagel reaction on different mesopolymer base catalysts have also been discussed.
TL;DR: The most interesting structural feature of this material is the presence of three different oxidation states of germanium centers and the formation of Ge-Ge bonds in the infinite polymeric chains.
Abstract: The solvothermal reaction among tellurium, manganese, and the Zintl compound K4Ge9 has led to the formation of a polymeric mixed-valent complex {[Mn(en)3]2(Ge5Te10)}n (1; en = ethylenediamine). The most interesting structural feature of this material is the presence of three different oxidation states of germanium centers and the formation of Ge−Ge bonds in the infinite polymeric chains 1/∞{[Ge5Te10]4−}. X-ray photoelectron spectroscopy characterization confirms the different oxidation states of germanium.
TL;DR: Solution reactivity studies revealed that the cluster is capable of undergoing a coupling reaction to yield the tributyltin-functionalized cluster, closo-{Sn(9)CdSn[(CH(2))(3)CH(3)](3)}(3-) (3).
Abstract: Reaction of ethylenediamine solutions of K4E9 (E = Sn, Pb) with diphenylcadmium yielded the Cd(C6H5)-functionalized Zintl ions, closo-[E9Cd(C6H5)]3− (E = Sn (1); Pb (2)). Solution reactivity studie...
TL;DR: In this paper, a poly(ethylene terephthalate) (PET) film was modified by reaction with hydrazine (HD), ethylenediamine (EDA), 1,2-diaminopropane (1, 2-DAP), and 1,3-Dipropane(1, 3)-DAP.
TL;DR: In this paper, a chitosan-cyanuric chloride (ChC) intermediate with ethylenediamine (d) and diethylenetriamine (t) molecules yielded the new biopolymers ChCd and ChCt, which were characterized by elemental analysis, thermogravimetry, X-ray diffractometry, scanning electron microscopy and infrared and C13 nuclear magnetic resonance spectroscopies.
TL;DR: In this article, a chiral C 2 -symmetric N, N '-bis(isobornyl)ethylenediamine-copper complex was found to be an efficient catalyst in the enantioselective Henry reaction between nitromethane and various aldehydes to provide β-hydroxy nitroalkanes.
Abstract: A new chiral C 2 -symmetric N , N ′-bis(isobornyl)ethylenediamine–copper complex is found to be an efficient catalyst in the enantioselective Henry reaction between nitromethane and various aldehydes to provide β-hydroxy nitroalkanes with high chemical yield (up to 95%) and high enantiomeric excess (up to 90%).
TL;DR: In this article, a green method for the synthesis of 2-oxazolines, 2-imidazoline and 2-thiazolines by the reaction of aromatic nitriles with 2-amino alcohol or ethylenediamine and or 2aminoethanthiol using cellulose sulfuric acid as a biopolymer-based solid acid catalyst under solvent-free conditions is described.
Abstract: A practical and green method for the synthesis of 2-oxazolines, 2-imidazolines and 2-thiazolines by the reaction of aromatic nitriles with 2-aminoalcohol or ethylenediamine and or 2-aminoethanthiol using cellulose sulfuric acid as a biopolymer-based solid acid catalyst under solvent-free conditions is described.
TL;DR: This work investigated the sorption performance of the ethylenediamine modified starch (CAS) for the removal of acid dyes from aqueous solutions and found that the interaction mechanism was based on electrostatic attraction and hydrogen bonding.
TL;DR: Three novel dinuclear Zn(II) complexes of phenol-based compartmental macrocyclic ligands have been synthesized and characterized by routine physicochemical techniques as well as by X-ray single-crystal structure analysis, and all of them exhibit an inhibitory effect on the cell proliferation of human stomach cancer cell line AGS.
Abstract: Three novel dinuclear ZnII complexes of phenol-based compartmental macrocyclic ligands have been synthesized and characterized by routine physicochemical techniques as well as by X-ray single-crystal structure analysis. The dinuclear macrocyclic complexes 1, 2, and 3 were obtained through a 1:2 condensation reaction of 2,6-diformyl-4-methylphenol and N-(hydroxyalkyl) ethylenediamine (L1, L2, and L3, respectively) in the presence of zinc(II) acetate, followed by the addition of thiocyanate anion [L1 = N-(2-hydroxyethyl)ethylenediamine, L2 = N-(3-hydroxypropyl)ethylenediamine, and L3 = N-(2-hydroxypropyl)ethylenediamine]. The synthesized 18-membered macrocycles are noted to be structurally unique, and their formation proceeds with the generation of two oxazolidine side rings in complexes 1 and 3 and two oxazine side rings in 2, along with the creation of four new chiral centers in each case. Complexes 1 and 2 are characterized by a butterfly-like arrangement with the SCN ligands situated on the same side wi...
TL;DR: In this article, three different chelating reagents: citric acid (CA), ethylenediamine tetraacetate disodium salt (Na2EDTA), and CA/Na 2EDTA mixed mixed chelation reagent were used to synthesize Fluorapatite nanocrystals with various morphologies.
TL;DR: In this article, the authors used X-ray crystallographic and cross-polarization/magic angle spinning 13C nuclear magnetic resonance techniques to study an EDA-cellulose I complex, a transient structure in the cellulose I to cellulose IIII conversion.
Abstract: X-ray crystallographic and cross-polarization/magic angle spinning 13C nuclear magnetic resonance techniques have been used to study an ethylenediamine (EDA)-cellulose I complex, a transient structure in the cellulose I to cellulose IIII conversion. The crystal structure (space group P21; a = 4.546 A, b = 11.330 A, c = 10.368 A and γ = 94.017°) corresponds to a one-chain unit cell with one glucosyl residue in the asymmetric unit, a gt conformation for the hydroxymethyl group, and one EDA molecule per glucosyl residue. Unusually, there are no O–H···O hydrogen bonds between the cellulose chains; the chains are arranged in hydrophobic stacks, stabilized by hydrogen bonds to the amine groups of bridging EDA molecules. This new structure is an example of a complex in which the cellulose chains are isolated from each other, and provides a number of insights into the structural pathway followed during the conversion of cellulose I to cellulose IIII through EDA treatment.
TL;DR: Three one-pot syntheses leading to four examples of in situ ligand transformations are presented, which indicate the presence of intramolecular and intermolecular antiferromagnetic interactions.
Abstract: Three one-pot syntheses leading to four examples of in situ ligand transformations are presented These in situ reactions involve various transformations of 2-(N'-dicyanomethylene-hydrazino)-benzoic acid (DHB) The resulting ligands enabled the preparation of three new coordination compounds, which were fully characterized by infrared spectroscopy, elemental analysis, and single crystal X-ray diffraction The complex, [MnIII(Lig-I)(CH3OH)Cl] (1), was prepared in a one-pot synthesis in which the aryl hydrazone ligand, (Lig-I)2-, was formed by the amination of DHB resulting from the nucleophilic attack of an amino group of ethylenediamine The linear, mixed-valence trinuclear complex, (Et3NH)4[MnIII 2 MnII( μ-OH)2(Lig-II)2(HLig-II)2] (2), was synthesized using a preparation involving the in situ reaction of azide and a nitrile of DHB Larger species can also be prepared using this technique In a reaction involving two different in situ ligand formations, the cyclocondensation of two DHBmolecules and the partial hydrolysis of a nitrile of DHB, the first example of a tetradecanuclear Mn(II) aggregate, (H3O)4[MnII 14( μ6-CO3)( μ3-OH)6(HLig-III)6(HLig- IV)3(OH2)3] 3 92MeCN (3), was isolated and characterized Magnetic measurements on 2 indicate the presence of intramolecular and intermolecular antiferromagnetic interactions (J1/kB =-95(1) K, g = 195(2), and zJ0/kB =-037(5) K) while those on 3 suggest the presence of dominating antiferromagnetic interactions
TL;DR: The reaction of N,N'-bis(4-carboxysalicylidene)ethylenediamine featuring carboxylate groups in the meta position to the OH groups, with nickel and copper acetate in the presence of a base, results in metal-functionalized, two-dimensional coordination polymers.
Abstract: The reaction of N,N'-bis(4-carboxysalicylidene)ethylenediamine featuring carboxylate groups in the meta position to the OH groups, with nickel and copper acetate in the presence of a base, results in metal-functionalized, two-dimensional coordination polymers.
TL;DR: In this article, a study on chemical equilibria of different Hg2+−organic ligand systems is reported to establish the sequestration power of N/O donor groups versus metal.
Abstract: A study on chemical equilibria of different Hg2+−organic ligand systems is reported to establish the sequestration power of N/O donor groups versus metal. Ligand classes considered are: O-donors (succinate, 1,2,3,4-butanetetracarboxylate, 1,2,3,4,5,6-benzenehexacarboxylate, polymethacrylate, and polyacrylates); N-donors (ethylenediamine, diethylenetriamine, spermidine, triethylentetramine, tetraethylenpentamine, poly(allylamine), and poly(ethylenimine)); and amino acids (glycine, histidine, and aspartic acid). Equilibria were studied potentiometrically in NaNO3 at I = 0.1 mol·L−1 and t = 25 °C. For some systems, the dependence on ionic strength in the range (0 ≤ I ≤ 1) mol·L−1 (NaNO3) and the overall enthalpy changes, by calorimetric measurements, were also determined. The sequestering ability of ligands toward Hg2+ was evaluated, defining the amount of ligand necessary to sequester 50 % of the total metal cation concentration, pL50. The dependence on temperature and on ionic strength of pL50 was determin...
TL;DR: In this article, the reduction of a copper-amine complex in an aqueous nonpolar bilayer system was used to synthesize ultralong copper nanowires with a mean diameter of 600nm and a length of 50 µm.