The crystal structure of bis(propane-2-nitronato)copper(III)

Simonsen, O.

doi:10.1107/s0567740873007089

Cited by 9 publications

(3 citation statements)

References 11 publications

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“…The atoms O(1) and O(1A) form strong bonds with the copper atom having short bond distances and consequently the O(1)-N-O(1A) angle is rather small. The aci-2-nitropropanate ion is planar and the observed C-N distance is somewhat shorter than those found by bis(propane-2-nitronato)copper(II) 28 (1.34(4), 1.35(4) Å) and in R-nitro-R-aci-nitrotoluenebis(triphenylphosphine)copper(I) 29 (1.36(1) Å) and lie between those for oximes (1.26-1.31 Å) 30 and for nitro compounds (1.46-1.55 Å). 31 It seems likely that these bonds have appreciable double bond character.…”

Section: Resultsmentioning

confidence: 58%

Copper-Mediated Oxygenation of Nitronate to Nitrite and Acetone in a Copper(I) Nitronate Complex

et al. 1998

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Section: Resultsmentioning

confidence: 58%

Copper-Mediated Oxygenation of Nitronate to Nitrite and Acetone in a Copper(I) Nitronate Complex

et al. 1998

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“…[32] The CϪN distances are somewhat longer in Cu II (NP) 2 (1.34Ϫ1.35 Å ), however, its structure consists of chains of Cu II (NP) 2 units. [33] Figure 5. Molecular structure and numbering scheme of [Cu II -(NP) 2 (tmeda)] (2); only one molecule is shown; hydrogen atoms are omitted for clarity, the ellipsoids represent a probability of 40%…”

Section: Characterisation Of Cu II (Np) 2 (Tmeda)mentioning

confidence: 99%

Kinetics and Mechanism of the Copper-Catalysed Oxygenation of 2-Nitropropane

Balogh-Hergovich

Gréczi

Kaizer

et al. 2002

Eur. J. Inorg. Chem.

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Primary and secondary nitro compounds react with dioxygen in the presence of copper metal and N ligands such as N,N,NЈ,NЈ-tetramethylethylenediamine (tmeda), 2,2Ј-bipyridine (bpy), and 1,10-phenantroline (phen) in various solvents to form aldehydes or ketones. More coordinating solvents as well as donor N ligands accelerate the reaction remarkably. The oxygenolysis of 2-nitropropane (NPH) in the presence of copper and tmeda in DMF results in acetone and acetone oxime. The amount of tmeda influences the chemoselectivity, higher tmeda concentrations preferentially lead to the formation of the oxime. The kinetics of the reaction, measured at 90°C, resulted in a rate equation of first-order dependence on copper and dioxygen and second-order dependence on 2-nitropropane. The rate constant, activation

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“…The nitromethanate anion can bind in several different coordination modes. Nitromethanate complexes with bidentate coordination through the two oxygen atoms − or monodentate coordination of one carbon atom − have been isolated and characterized with different transition metal systems. In most such cases, base was used to deprotonate the nitroalkane and to promote the coordination.…”

Section: Introductionmentioning

confidence: 99%

Reaction of Nitromethane with an Iridium Pincer Complex. Multiple Binding Modes of the Nitromethanate Anion

et al. 2006

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The reaction of nitromethane with (PCP)Ir (PCP = κ3-2,6-( t Bu2PCH2)2C6H3) yields the bidentate O,O-ligated nitromethanate complex (PCP)Ir(H)(κ2-O,O-NO2CH2) (1). Reaction of 1 with CO affords a CO adduct with a mono-oxygen-ligated nitromethanate, 2, which represents the first characterized transition metal mono-oxygen-ligated nitromethanate complex. At elevated temperature, complex 2 isomerizes to give the carbon-bound nitromethyl complex 3. Complex 1 also undergoes addition of cyclohexylisocyanide (analogous to the reaction with CO) to form the mono-oxygen-ligated nitromethanate complex 4, which also isomerizes to form the corresponding nitromethyl complex, 5. The (PCP)Ir-(CH3NO2) system is the first species known to display three binding modes with a nitromethanate anion. Results from density functional calculations illustrate the structures and energies of the minima and transition states on the potential energy surfaces. The calculations suggest that 1 is the thermodynamic product of (PCP)Ir reacting with nitromethane; a kinetic product, formed via oxidative addition of a nitromethane C−H bond, should readily rearrange to form 1.

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The crystal structure of bis(propane-2-nitronato)copper(III)

Abstract: Abstract. Single crystals of bis (propane-2-nitronato

Cited by 9 publications

References 11 publications

Copper-Mediated Oxygenation of Nitronate to Nitrite and Acetone in a Copper(I) Nitronate Complex

Copper-Mediated Oxygenation of Nitronate to Nitrite and Acetone in a Copper(I) Nitronate Complex

Kinetics and Mechanism of the Copper-Catalysed Oxygenation of 2-Nitropropane

Reaction of Nitromethane with an Iridium Pincer Complex. Multiple Binding Modes of the Nitromethanate Anion

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