188727-95-9

Upstream product

• 67-56-1 methanol 
• 119935-81-8 ethyl 2-[(2-{[2-(ethyloxy)-2-oxoacetyl]amino}phenyl)amino]-2-oxoethanoate 
• 74-89-5 methylamine 
• 148876-51-1 N,N′-o-phenylene-bis(oxamic acid) 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 188727-89-1 P(C₆H₅)4⁽¹⁺⁾*Cu(C₆H₄(NCOCONCH₃)2)^(1-)*CH₃CN = [P(C₆H₅)4][Cu(C₆H₄(NCOCONCH₃)2)]*CH₃CN 

Relevant academic research and scientific papers

Magnetic superexchange interactions: Trinuclear bis(oxamidato) versus bis(oxamato) type complexes

The diethyl ester of o-phenylenebis(oxamic acid) (opbaH2Et2) was treated with an excess of RNH2 in MeOH to cause the exclusive formation of the respective o-phenylenebis(N(R)-oxamides) (opboH4R2, R = Me 1, Et 2, nPr 3) in good yields. Treatment of 1-3 with half an equivalent of [Cu2(AcO)4(H2O)2] or one equivalent of [Ni(AcO)2(H2O)4] followed by the addition of four equivalents of [nBu4N]OH resulted in the formation of mononuclear bis(oxamidato) type complexes [nBu4N]2[M(opboR2)] (M = Ni, R = Me 4, Et 5, nPr 6; M = Cu, R = Me 7, Et 8, nPr 9). By addition of two equivalents of [Cu(pmdta)(NO3)2] to MeCN solutions of 7-9, novel trinuclear complexes [Cu3(opboR2)(L)2](NO3)2 (L = pmdta, R = Me 10, Et 11, nPr 12) could be obtained. Compounds 4-12 have been characterized by elemental analysis and NMR/IR spectroscopy. Furthermore, the solid state structures of 4-10 and 12 have been determined by single-crystal X-ray diffraction studies. By controlled cocrystallization, diamagnetically diluted 8 and 9 (1%) in the host lattice of 5 and 6 (99%) (8@5 and 9@6), respectively, in the form of single crystals have been made available, allowing single crystal ESR studies to extract all components of the g-factor and the tensors of onsite CuA and transferred NA hyperfine (HF) interaction. From these studies, the spin density distribution of the [Cu(opboEt2)]2- and [Cu(opbonPr2)]2- complex fragments of 8 and 9, respectively, could be determined. Additionally, as a single crystal ENDOR measurement of 8@5 revealed the individual HF tensors of the N donor atoms to be unequal, individual estimates of the spin densities on each N donor atom were made. The magnetic properties of 10-12 were studied by susceptibility measurements versus temperature to give J values varying from -96 cm-1 (10) over -104 cm-1 (11) to -132 cm-1 (12). These three trinuclear CuII-containing bis(oxamidato) type complexes exhibit J values which are comparable to and slightly larger in magnitude than those of related bis(oxamato) type complexes. In a summarizing discussion involving experimentally obtained ESR results (spin density distribution) of 8 and 9, the geometries of the terminal [Cu(pmdta)]2+ fragments of 12 determined by crystallographic studies, together with accompanying quantum chemical calculations, an approach is derived to explain these phenomena and to conclude if the spin density distribution of mononuclear bis(oxamato)/bis(oxamidato) type complexes could be a measure of the J couplings of corresponding trinuclear complexes.

Composite photoanode catalytic system of/CNT (carbon nano /tube) polymer ionic liquid copper complex and application of composite photo-anode catalytic system

The invention discloses a carbon nano tube/polymerized ionic liquid/copper complex compound light anode catalytic system and application thereof. Polymerized ionic liquid is used for modifying the surfaces of carbon nano tubes noncovalently, copper comple

Nucleophilic reactivity and electrocatalytic reduction of halogenated organic compounds by nickel: O -phenylenedioxamidate complexes

A growing number of halogenated organic compounds have been identified as hazardous pollutants. Although numerous advanced oxidative processes have been developed to degrade organohalide compounds, reductive and nucleophilic molecular approaches to dehalo

Redox non-innocent ligand controls water oxidation overpotential in a new family of mononuclear cu-based efficient catalysts

A new family of tetra-anionic tetradentate amidate ligands, N1,N1′-(1,2-phenylene)bis(N2-methyloxalamide) (H4L1), and its derivatives containing electron-donating groups at the aromatic ring have been prepared a

The formation of overlooked compounds in the reaction of methyl amine with the diethyl ester of o-phenylenebis(oxamic acid) in MeOH

The treatment of the diethyl ester of o-phenylenebis(oxamic acid) (opbaH2Et2) with 2/3 of an equivalent of MeNH2 in MeOH does not result in the formation of the methyl ester of o-phenylene(N′-methyloxamide)(oxamic acid) (opooH3Me, 1) in pure state, as reported previously. The colourless crude material formed by this reaction was confirmed to be composed of 1 (89% content), the dimethyl ester of o-phenylenebis(oxamic acid) (opbaH2Me2, 2, 6%), 1,4-dihydro-2,3-quinoxalinedione (3, 3%) and o-phenylenebis(N′- methyloxamide) (opboH4Me2, 4, 1%), respectively. The identities of 1-4 have been verified by IR, 1H and 13C NMR spectroscopy as well as elemental analysis. In addition, the solid state structures of 1 and 2·2DMSO, respectively, were determined by single-crystal X-ray diffraction studies. Successive recrystallization of the crude material from MeOH and MeOH : THF (1 : 1), respectively, does not give pure 1, but a mixture of 1 and 2. It is shown further that out of this mixture pure bis(oxamato) complexes cannot be obtained, as previously reported. Instead, treatment of the mixture with NiII or CuII salts, followed by the addition of [nBu4N]OH, results in the formation of two mixtures of [nBu4N]2[Ni(opba)] (5) and [nBu4N]2[Ni(opooMe)] (6) as well as [nBu4N]2[Cu(opba)] (7) and [nBu 4N]2[Cu(opooMe)] (8), respectively. The simultaneous formation of 5/6 and 7/8, respectively, has been verified by crystallization of the obtained mixtures and X-ray diffraction studies of the obtained single crystals. Co-crystallization of mixtures of 5/6 (99 mass%) and 7/8 (1 mass%), respectively, results in the formation of single-crystals of diamagnetically diluted 7 in the host lattice of 5 (7@5) accompanied by single-crystal formation of diamagnetically diluted 8 in the host lattice of 6 (8@6), as verified by EPR spectroscopy. It is finally shown that the ethyl ester of o-phenylene(N′- methyloxamide)(oxamic acid) (opooH3Et, 9), a homologue of 1, can be obtained in pure state by the treatment of opbaH2Et2 with 5/6 of an equivalent of MeNH2 in EtOH. The Royal Society of Chemistry 2013.

Stabilization of copper(III) complexes by disubstituted oxamides and related ligands

The electrochemical behaviour of a family of monomeric copper(II) complexes of the related tetraanionic chelating ligands N,N′-o-phenylenebis(oxamate) (L1) and its methylamide (L2) and bis(methylamide) (L3) has been investigated by cyclic voltammetry in acetonitrile at 25°C and 0.1 mol dm-3 NEt4ClO4 as supporting electrolyte. The copper(III)-copper(II) reduction potentials have been found to span a potential range from +0.41 to -0.02 V (vs. saturated calomel electrode), being reversible for all cases except the copper(II)-L1 complex. The trend in formal potentials along this series is explained in terms of the stronger donor properties of the deprotonated-amido nitrogen atoms than those of the carboxylate oxygen ones. Hence, the stabilization of the trivalent oxidation state of copper is attributed to the increasing number of deprotonated-amido donor groups. A perfect correlation has been observed within this family between the CuIII-CuII potentials and the visible absorption maxima of the copper(II) complexes. The relative gain in crystal-field stabilization energy for the change from the d9 (CuII, square planar) to the low-spin d8 (CuIII, square-planar) electronic configuration is the main factor in the overall tnermodynamic stability of the copper(III) complexes. The molecular structure of the stable copper(III) complex [PPh4][CuL3J·MeCN has been'deterfnined by single-crystal X-ray analysis. The metal is in a nearly square-planar environment formed by the four amido nitrogen atoms of the chelating ligand, with short Cu-N bond distances (1.84-1.88 A) typical of trivalent copper.