24764-92-9Relevant academic research and scientific papers
Heteroleptic 1,4-Diazabutadiene Complexes of Ruthenium: Synthesis, Characterization and Utilization in Catalytic Transfer Hydrogenation
Saha, Rumpa,Mukherjee, Aparajita,Bhattacharya, Samaresh
, p. 4539 - 4548 (2020)
Reaction of [Ru(trpy)Cl3] with 1,4-diazabutadienes (p-RC6H4N=C(H)-(H)C=NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) in refluxing ethanol in the presence of triethylamine has afforded a family of complexes, isolated as perchlorate salts, of type [Ru(trpy)(L-R)Cl]ClO4 [depicted as complexes 1 (R = OCH3), 2 (R = CH3), 3 (R = H) and 4 (R = Cl)]. Crystal structures of complexes 1, 2 and 4 have been determined, and structure of complex 3 has been optimized by DFT method. The 1,4-diazabutadiene ligand in each complex is bound to ruthenium as a N,N-donor forming five-membered chelate. Complexes 1–4 catalyze transfer hydrogenation of aryl aldehydes to the corresponding alcohols with high (ca. 106) TON. They are also found to catalyze transfer hydrogenation of aryl ketones to corresponding secondary alcohols, but with much less efficiency. Catalytic transfer hydrogenation of nitroarenes to the corresponding amines has also been achieved.
Copper complexes of 1,4-diazabutadiene ligands: Tuning of metal oxidation state and, application in catalytic C-C and C-N bond formation
Mukherjee, Aparajita,Basu, Semanti,Bhattacharya, Samaresh
, (2019/11/11)
Reaction of 1,4-diazabutadiene (p-RC6H4N = C(H)(H)C = NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) with CuCl2·2H2O in methanol at ambient temperature (25 °C) affords a group of doubly chloro-bridged dicopper complexes of type [{CuI(L-R)Cl}2], designated as 1-R. Similar reaction carried out in acetonitrile furnishes a family of doubly chloro-bridged dicopper complexes of type [{CuII(L-R)Cl2}2], designated as 2-R. Molecular structures of 1-OCH3 and 2-OCH3 have been determined by X-ray crystallography. While copper(I) is having a nearly tetrahedral N2Cl2 coordination sphere in 1-OCH3, the N2Cl3 coordination sphere around copper(II) is distorted square pyramidal in nature in 2-OCH3. Isolated 2-R complexes, on dissolution in methanol, are found to undergo facile reduction of the metal center to generate the corresponding 1-R complexes. The 1-R and 2-R complexes show intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the 1-R and 2-R complexes shows both metal-centered and ligand centered redox responses. The 1-R complexes are found to efficiently catalyze C-N cross-coupling reactions between arylboronic acids and aryl amines; while the 2-R complexes display notable catalytic efficiency for nitroaldol reactions.
BIS-IMINE TITANIUM COMPLEX, CATALYTIC SYSTEM COMPRISING SAID BIS-IMINE TITANIUM COMPLEX AND PROCESS FOR THE (CO)POLYMERIZATION OF CONJUGATED DIENES
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Page/Page column 29; 30, (2019/04/26)
Bis-imine titanium complex having general formula (I): wherein: R1 and R2, mutually identical or different, represent a hydrogen atom; or are selected from linear or branched, optionally halogenated, C1-C20 alky
The formation of dinuclear trichloro-bridged and mononuclear ruthenium complexes from the reactions of dichlorotris(p-tolylphosphine)ruthenium(II) with diazabutadiene ligands
Tay, Meng Guan,Chia, Ying Ying,Kuan, Suzie Hui Chin,Phan, Tze Pei
, (2019/01/04)
Ru(II) complexes with diazabutadiene (R-DAB) ligands have been prepared. The reaction of RuCl3·nH2O with P(p-tolyl)3 gave a [RuCl2{P(p-tolyl)3}] precursor, whose reactions with R-DAB in toluene gave d
Steric demands in the formation of heteroleptic Cu(I) complexes with α-diimines and triphenylphosphine
Tseriotou, Eleni,Tzimopoulos, Dimitris,Hatzidimitriou, Antonis,Akrivos, Pericles
, p. 152 - 157 (2018/07/29)
The synthesis and the study of the molecular structure of a series of heteroleptic copper(I) compounds with triphenylphosphine and α-diimines presenting a varying degree of bulk at their chelating cite is reported. The most sterically crowded diimine acts as a monodentate ligand towards copper(I) promoting bridging of the halogen atom present in the metal coordination sphere and formation of a dimer. Evidence for this behavior is obtained from the electronic spectra and semiempirical quantum chemical calculations with MOPAC. Steric demands in all the studied compounds preclude coordination of silver(I) under similar reaction conditions.
Ruthenium p-cymene complexes with α-diimine ligands as catalytic precursors for the transfer hydrogenation of ethyl levulinate to γ-valerolactone
Biancalana, Lorenzo,Fulignati, Sara,Antonetti, Claudia,Zacchini, Stefano,Provinciali, Giacomo,Pampaloni, Guido,Raspolli Galletti, Anna Maria,Marchetti, Fabio
, p. 17574 - 17586 (2018/11/01)
The ruthenium compounds [(η6-p-cymene)RuCl{κ2N-(HCNR)2}]NO3 (R = 4-C6H4Me, [1]NO3; 4-C6H4OH, [2]NO3; C6H11═Cy, [3]NO3; 4-C6H10OH, [4]NO3; tBu, [5]NO3) were prepared in high yields from [(p-cymene)RuCl2]2, AgNO3 and the appropriate α-diimine. Compounds [2]PF6 and [4]PF6 were obtained by a straightforward reaction of [(η6-p-cymene)RuCl(MeCN)0.66]PF6, [6]PF6, with α-diimine, whereas [4]BPh4 was obtained by metathesis between [4]NO3 and NaBPh4. All the ruthenium products were characterized by analytical methods, IR, NMR and UV-Vis spectroscopy; in addition, the structure of [1]NO3 was ascertained by an X-ray diffraction study. Compounds [1-4]NO3, [4]PF6 and [4]BPh4 were investigated as catalytic precursors in the transfer hydrogenation reaction of ethyl levulinate to γ-valerolactone in isopropanol solution under microwave irradiation. [4]BPh4 was revealed to be the best catalytic precursor, affording γ-valerolactone in 62% yield under optimized experimental conditions.
Synthesis of 1,4-diazabutadienes (=N,N′-ethane-1,2- diylidenebis[amines]) by grinding
He, Jingyu,Xin, Hongxing,Yan, Hong,Song, Xiuqing,Zhong, Rugang
experimental part, p. 159 - 162 (2011/03/16)
A simple and convenient method for the synthesis of 1,4-diazabutadienes (=N,N′-ethane-1,2-diylidenebis[amines]) by grinding glyoxal (=ethanedial) or an α-diketone and anilines (=benzenamines) in the presence of TsOH in a mortar with a pestle is described.
Guilty as charged: Non-innocent behavior by a pincer ligand featuring a central cationic phosphenium donor
Day, Gregory S.,Pan, Baofei,Kellenberger, Daniel L.,Foxman, Bruce M.,Thomas, Christine M.
supporting information; experimental part, p. 3634 - 3636 (2011/05/02)
The synthesis of a new pincer ligand containing a central cationic N-heterocyclic phosphenium donor is described. The electrophilic nature of this cationic ligand renders it non-innocent, and coordination of this ligand to a PtCl2 fragment leads to chloride migration from Pt to the cationic phosphorus center.
Novel Reaction between 3,4,5,6-Tetrachloro-1,2-benzoquinone and Bis-azomethines
Aly, Ashraf A.,Mohamed, Nasr K.,Hassan, Alaa A.,Mourad, Aboul-Fetouh E.
, p. 2249 - 2252 (2007/10/03)
3,4,5,6-Tetrachloro-1,2-benzoquinone (o-CHL) reacted with N,N1-dicyclohexyl-1,2-ethanediimine 1a to give a transient condensation product, which underwent [4 + 2]cycloaddition reaction with another molecule of 1a. In a different manner, utilizi
Flash Vacuum Thermolysis of Four Membered Rings Containing Nitrogen Atom. Part V. Synthesis of Glyoxal Monoimines by Thermal Decomposition of 4-Formylazetidin-2-ones
Lesniak, S.
, p. 1490 - 1496 (2007/10/03)
The thermal cleavage of some 4-formylazetidin-2-ones has been studied. 4-Aryl-1,4-oxazabuta-1,3-dienes (glyoxal monoimines) were obtained as the main products with small additions of aryl isocyanates.Some mechanistic aspects of these reactions have been discussed. - Keywords: β-lactams, 4-aryl-1,4-oxazabuta-1,3-dienes, glyoxal monoimines, flash vacuum thermolysis
