New Coordination Modes of an Oxime Ligand in a Triosmium Cluster. Stabilization by Intra- and Intermolecular C−H···O Hydrogen Bonds

Chao, Mao‐Hsun; Kumaresan, S.; Wen, Yuh‐Sheng; Lin, Shio Jean; Hwu, Jih Ru; Lu, Kuang‐Lieh

doi:10.1021/om990441v

Cited by 27 publications

(14 citation statements)

References 34 publications

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“…23,24 The N-O bond distances (1⋅3318(8)-1⋅326(2) Å) of optp are found to be elongated compared to the average N-O value (1⋅30(2) Å) of a typical non-coordinated N-oxide. 25 The bond lengths of C(1)-O(1) and C(1)-O(2) are 1⋅2653(8) and 1⋅2613(9) Å for 1, 1⋅255(4) and 1⋅250(3) Å for 2, and 1⋅249(2) and 1⋅257(2) for 3, which are in agreement with the reported values. 22 The Table 2.…”

Section: Crystal Structuressupporting

confidence: 89%

Supramolecular network formed through O-H⋯O and π-π stacking interactions: Hydrothermal syntheses and crystal structures of M(H2O)6](optp)2 (M = Mg, Ni, Zn, and optp = 1-oxopyridinium-2-thiopropionate)

et al. 2009

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A novel class of complexes of the type [M(H 2 O) 6 ](optp) 2 (where M = Mg, Ni, Zn, and optp = 1-oxopyridinium-2-thiopropionate) were prepared hydrothermally from metal acetates and 1-oxopyridinium-2-thiopropionic acid (Hoptp), and structurally characterized by X-ray diffraction. Complexes [Mg(H 2 O) 6 ](optp) 2 (1), [Ni(H 2 O) 6 ](optp) 2 (2) and [Zn(H 2 O) 6 ](optp) 2 (3) have isomorphic structures, consisting of one [M(H 2 O) 6 ] 2+ cation and two anions of Hoptp, which are linked through hydrogen bonding to form extended networks. In each case, the metal cation sits on a crystallographic centre of inversion and binds to six water molecules. The organic anions form a one-dimensional chain with the hexaaquametal(II) moieties via hydrogen bonds.

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Section: Crystal Structuressupporting

confidence: 89%

Supramolecular network formed through O-H⋯O and π-π stacking interactions: Hydrothermal syntheses and crystal structures of M(H2O)6](optp)2 (M = Mg, Ni, Zn, and optp = 1-oxopyridinium-2-thiopropionate)

et al. 2009

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“…(DMG) 2 4 are dimers in the solid phase. The dimerization is represented by the last two steps, nine and ten, in which the closure by the hexa-atomic heterocycles, AlÐOÐNÐAlÐOÐN, without carbon atoms produces a very interesting macrocycle.…”

Section: Resultsmentioning

confidence: 99%

“…(DPG)[Al(C 6 H 5 ) 2 ] 2 was obtained by mixing Al(C 6 H 5 ) 3 with DPGH 2 , similar to the preparation of (DPG)Al 2 (i-C 4 H 9 ) 4 . The mixture was heated with stirring for several days until a homogeneous brown, solid compound was obtained.…”

Section: Experimental Measurementsmentioning

confidence: 99%

Alumino‐organic derivatives of some dioximes

Voiculescu¹

2002

Applied Organom Chemis

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The alumino-organic combinations of the dioximes (DOxH 2 ) examined in this paper result from the substitution of the hydrogen bonds of oximes by alumino-organic groups. Relative to the same alumino-organic derivatives, diphenylglyoxime (DPGH 2 ) behaves similarly to dimethylglyoxime (DMGH 2 ). The chemical reactivity of DPGH 2 towards these alumino-organic compounds is, however, less than in the case of DMGH 2 . An exception is the monomer state of (DPG)[Al(i-C 4 H 9 ) 2 ] 2 in benzene solution. The behavior relative to amines of alkyl derivatives is similar to that found in coordinated oximes. In contrast, phenylaluminum derivatives of DMGH 2 and DPGH 2 are not soluble in amines. All compounds reported in this paper were separated from the reaction mixture as colored powders and were characterized by chemical analyses, IR spectroscopy, X-ray diffraction spectra and 1 H NMR. Finally, a comparison between the reactivity of free and coordinated dioximes is briefly considered. It is hoped that such comparisons will throw light on the problems associated with the reactivity of free and coordinated oxides versus alumino-organic compounds.

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“…They contain oximate fragments that span two metal atoms through the N and O atoms. [4,5] During the preparation of this manuscript, some triosmium clusters related to compounds 4 and 5, derived from diphenyl ketone oxime and phenyl (2-pyridyl) ketone oxime, have been reported. [6] …”

Section: Synthesis and Structural Characterization Of Oximate Complexesmentioning

confidence: 99%

Di‐ and Trinuclear Ruthenium and Osmium Bis(2‐pyridyl) Ketone Oximate Derivatives

et al. 2003

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Treatment of [Ru3(CO)12] with bis(2‐pyridyl) ketone oxime (Hdpko) in refluxing THF leads to a separable mixture of [Ru3(μ,η3‐dpko‐N,N,O)2(CO)8] (1) and [Ru2(μ,η3‐dpko‐N,N,O)2(CO)4] (2). In both complexes, two Ru atoms are doubly bridged by two dpko ligands, which are attached to a Ru atom through the oximate O atom while chelating the other Ru atom through the N atoms of a pyridyl group and the oximate fragment. While the Ru−Ru distance of the bridged edge of complex 1 is very long [3.5388(9) Å], that of complex 2 is very short [2.620(1) Å]. The acetonitrile complexes [M3(CO)10(MeCN)2] (M = Ru, Os) react with Hdpko in THF at room temperature to give [M3(μ‐H)(μ,η3‐dpko‐N,N,O)(CO)9] [M = Ru (3) Os (4)], in which the dpko ligand behaves in the same way as in 1 and 2. The thermal reaction of 3 with Hdpko leads to a mixture of 1 and 2, while an analogous treatment of complex 4 gives [Os3(μ,η3‐dpko‐N,N,O)2(CO)8] (5), which is isostructural with complex 1. Compounds 1 and 3 are the first examples of ruthenium clusters containing oximate ligands. These oximate complexes display low activity as DNA cleavage agents, requiring high complex concentrations, long incubation times, and the use of UV light as a trigger. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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New Coordination Modes of an Oxime Ligand in a Triosmium Cluster. Stabilization by Intra- and Intermolecular C−H···O Hydrogen Bonds

Cited by 27 publications

References 34 publications

Supramolecular network formed through O-H⋯O and π-π stacking interactions: Hydrothermal syntheses and crystal structures of M(H2O)6](optp)2 (M = Mg, Ni, Zn, and optp = 1-oxopyridinium-2-thiopropionate)

Supramolecular network formed through O-H⋯O and π-π stacking interactions: Hydrothermal syntheses and crystal structures of M(H2O)6](optp)2 (M = Mg, Ni, Zn, and optp = 1-oxopyridinium-2-thiopropionate)

Alumino‐organic derivatives of some dioximes

Di‐ and Trinuclear Ruthenium and Osmium Bis(2‐pyridyl) Ketone Oximate Derivatives

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