Ruthenium(II)-6-mercaptopurine complex synthesis and solution properties. Molecular and crystal structure of bis(6-mercaptopurine)bis(triphenylphosphine)ruthenium(II) chloride

Cini, Renzo; Cinquantini, Arnaldo; Sabat, M.; Marzillï, Luigi G.

doi:10.1021/ic00217a042

Cited by 27 publications

(14 citation statements)

References 6 publications

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“…Our explanation for such result is as follows: There is a strong interaction of the cobalt polypyridyl complex with 6-MP as revealed in the previous absorption spectroscopic studies [35]. It is well known that 6-MP is a purine derivate with four vacant chelating N sites and a mercaptol group, thus, it has the ability to form the complexes by chelating with some metal ions such as Ru(II) [36], Al(III) [37], Pt(II) [38], Pd(II) [38], Hg(II) [39], Cd(II) [40][41], and Cu(II) [42]. We suggest that 6-MP may be replaced one or two of the phen ligands in the cobalt complex.…”

Section: Voltammetric Behavior Of 6-mp/[co(phen) 3 ] 3+ /Mwnt/c Electmentioning

confidence: 61%

Voltammetric determination of 6-mercaptopurine using [Co(phen)3]3+/MWNT modified graphite electrode

Deng

et al. 2008

Journal of Electroanalytical Chemistry

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Section: Voltammetric Behavior Of 6-mp/[co(phen) 3 ] 3+ /Mwnt/c Electmentioning

confidence: 61%

Voltammetric determination of 6-mercaptopurine using [Co(phen)3]3+/MWNT modified graphite electrode

Deng

et al. 2008

Journal of Electroanalytical Chemistry

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“…Stacking of the two nonterminal N-heterocyclic donor ligands (N) is a common feature in Re 2 O 3 Cl 4 (N) 4 type complexes. 30,33,34 Stacking was also observed in Re 2 O 3 (salpd) 2 (salpdH 2 is N,N′-propane-1,3-disalicylideneamine). In this case the terminal salicylideneamine chelate rings are planar and the central propyl chelate ring is puckered.…”

Section: Resultsmentioning

confidence: 87%

Re(V) Complexes with an Open-Chain Quadridentate Ligand Containing Two Amine and Two Amido Donors. Synthesis, Characterization, and Solution Equilibria of Re₂O₃(dioxo-tetH₄)₂ and [ReO(H₂O)(dioxo-tetH₄)]Cl (dioxo-tetH₆ = 1,4,8,11-tetraazaundecane-5,7-dione)

et al. 2000

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We are interested in identifying mononuclear cationic [M(V)=O]3+ (M = Tc, Re) complexes for radiopharmaceutical applications. The open-chain ligand, 1,4,8,11-tetraazaundecane-5,7-dione-(dioxo-tetH6) with two amine and two amide donors, was selected for investigation since the literature led us to expect that a five-coordinate [Re(V)=O(dioxo-tetH4)]+ cation would dominate. Instead, the neutral mu-oxo bridged dinuclear complex, Re2O3(dioxo-tetH4)2 (1), and a salt of the six-coordinate mononuclear cation, [ReO(H2O)(dioxo-tetH4)]+ (2), were isolated; the structure of each was determined by X-ray crystallography. The cation (2) is unusual because it has a trans-oxo/aqua core. Such aqua compounds are rarely isolated, and the Re-OH2 distance is relatively short (2.185 A). The cation has two pKa values, 4.1 and 8.7, determined with visible spectroscopy. Since the Re-OH2 bond is short, the coordinated water is likely to be acidic. Thus the two pKa's are assigned to the stepwise deprotonation of the water ligand to give a trans-oxo/hydroxo neutral form and a trans-dioxo anion. Although 1 was the first product isolated following ligand exchange of ReOCl3(Me2S)(OPPh3) with dioxo-tetH6 under neutral conditions, it probably formed from the hydroxo mononuclear complex. Under concentrated conditions (approximately 300 mM) the dinuclear complex deposited from solution, but the 1H NMR spectra of 2 (approximately 20 mM) were consistent with the presence of only monomeric forms in D2O, pH 3-12. 1H NMR experiments demonstrated that in DMSO-d6 2 converts to 1 upon addition of base, consistent with the proposal that two units of the hydroxo monomer condense to give the dinuclear form. In addition, all spectra of pure 1 dissolved in DMSO-d6 included extra low intensity signals that were characteristic of the monomer. Thus, although 1 is favored over the neutral monomer in DMSO-d6, the two complexes exist as a mixture of equilibrating forms. Our results do not support the previous findings for the Re(V) complex with a macrocyclic diamine-diamide ligand related to dioxo-tetH6. The data indicate that the ability of an amido group to donate electron density to a Re(V) center is moderately greater than the donating ability of a neutral amine group.

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“…Many transition metal complexes of 6-mercaptopurine are reported [3][4] . Some of transition metal complexes of 6-mercaptopurine have higher anticancer activity than that of 6-mercaptopurine [5][6][7][8] . Divalent transition metals coordinate 5,7,9 through S and N atoms of 6-mercaptopurine.…”

Section: Introductionmentioning

confidence: 99%

Reactions of MoO2Cl2 and MoOCl4 with 2-Mercaptopyridine, 4-Phenylimidazole-2-thiol and 6-Mercaptopurine Monohydrate

2021

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MoO2Cl2/MoOCl4 have been reacted with 4-phenylimidazole-2-thiol/6-mercaptopurine monohydrate/2-mercaptopyridine in acetonitrile solvent in unimolar/bimolar proportions at room temperature. The products thus obtained are: MoOCl3(C9H8N2S), [1]; Mo2O3Cl6(C9H7N2S)(CH3CN)2, [2]; Mo2O3Cl8(C9H7N2S)2(CH3CN)2, [3] and Mo2O4Cl4(C5H4NS-SN4C5), [4]. These products were studied by various techniques: infrared, proton NMR, liquid/gas chromatography-mass spectrometry, elemental analyses. Owing to the sensitivity of the products to air and moisture, the reactions and work ups were performed in vacuum line purged with oxygen by flushing dry nitrogen in it. Ions observed in mass spectrum are concurrent with the depicted formulae.

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Ruthenium(II)-6-mercaptopurine complex synthesis and solution properties. Molecular and crystal structure of bis(6-mercaptopurine)bis(triphenylphosphine)ruthenium(II) chloride

Cited by 27 publications

References 6 publications

Voltammetric determination of 6-mercaptopurine using [Co(phen)3]3+/MWNT modified graphite electrode

Voltammetric determination of 6-mercaptopurine using [Co(phen)3]3+/MWNT modified graphite electrode

Re(V) Complexes with an Open-Chain Quadridentate Ligand Containing Two Amine and Two Amido Donors. Synthesis, Characterization, and Solution Equilibria of Re₂O₃(dioxo-tetH₄)₂ and [ReO(H₂O)(dioxo-tetH₄)]Cl (dioxo-tetH₆ = 1,4,8,11-tetraazaundecane-5,7-dione)

Reactions of MoO2Cl2 and MoOCl4 with 2-Mercaptopyridine, 4-Phenylimidazole-2-thiol and 6-Mercaptopurine Monohydrate

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Ruthenium(II)-6-mercaptopurine complex synthesis and solution properties. Molecular and crystal structure of bis(6-mercaptopurine)bis(triphenylphosphine)ruthenium(II) chloride

Cited by 27 publications

References 6 publications

Voltammetric determination of 6-mercaptopurine using [Co(phen)3]3+/MWNT modified graphite electrode

Voltammetric determination of 6-mercaptopurine using [Co(phen)3]3+/MWNT modified graphite electrode

Re(V) Complexes with an Open-Chain Quadridentate Ligand Containing Two Amine and Two Amido Donors. Synthesis, Characterization, and Solution Equilibria of Re2O3(dioxo-tetH4)2 and [ReO(H2O)(dioxo-tetH4)]Cl (dioxo-tetH6 = 1,4,8,11-tetraazaundecane-5,7-dione)

Reactions of MoO2Cl2 and MoOCl4 with 2-Mercaptopyridine, 4-Phenylimidazole-2-thiol and 6-Mercaptopurine Monohydrate

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Re(V) Complexes with an Open-Chain Quadridentate Ligand Containing Two Amine and Two Amido Donors. Synthesis, Characterization, and Solution Equilibria of Re₂O₃(dioxo-tetH₄)₂ and [ReO(H₂O)(dioxo-tetH₄)]Cl (dioxo-tetH₆ = 1,4,8,11-tetraazaundecane-5,7-dione)