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  • 1
    Electronic Resource
    Electronic Resource
    Gradient-Enhanced 2D Multinuclear NMR and X-ray Diffraction Studies of Reaction Products of Dimethyltin(IV) Salicylaldoximate with Chiral Alcohols (1998)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 1998 (1998), S. 1467-1472 
    Details
    ISSN: 1434-1948
    Keywords: Dimethyltin salicylaldoximates ; Chiral ligands ; Proton-tin HMQC NMR ; X-ray structure ; Trinuclear microclusters ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The complex {[(CH3)2Sn]2[(CH3)2SnO](OCH3)(HONZO)(ONZO)} (3) [ONZOH is the oximate residue, o-(-ON=CH-C6H4-OH), HONZO the corresponding phenolate residue, o-(HON=CH-C6H4-O-), and ONZO the dibasic species o-(-ON=CH-C6H4-O-), all derived from salicylaldoxime, o-(HON=CH-C6H4-OH)] reacts with an excess of racemic (d,l)-2-methyl-1-butanol to afford the μ2-substitution product 5a {[(CH3)2Sn]2[(CH3)2SnO][OCH2CH(CH3)CH2CH3](HONZO)(ONZO)]}. Crystallographic characterisation of the trinuclear microcluster 5a shows the presence of the monobasic HONZO ligand in a tridentate μ2-O,N mode and of the dibasic ONZO ligand in a tridentate O,N,O mode. This coordination mode leads to one seven-coordinate and two five-coordinate tin centers that are linked by a μ3-oxo function. The coordination geometries are distorted pentagonal bipyramidal and trigonal bipyramidal, respectively. The two low-coordinate tin atoms are linked by the alkoxide ion. The corresponding chiral (S)-2-methyl-1-butanol reacts analogously to yield 5b. By contrast, reaction of 3 with chiral secondary alcohols (2-butanol or 1-phenyl-1-ethanol), in various molar ratios, failed to provide the corresponding μ2-alkoxy complex. Instead, pure crystals of {[(CH3)2Sn]2[(CH3)2SnO](OH)(HONZO)(ONZO)} (2a) were isolated.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 2
    Electronic Resource
    Electronic Resource
    Multinuclear 1D and 2D NMR Investigations on the Interaction between the Pyrimidic Nucleotides 5′-CMP, 5′-dCMP, and 5′-UMP and Diethyltin Dichloride in Aqueous Medium (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 513-522 
    Details
    ISSN: 1434-1948
    Keywords: Tin ; Nucleotides ; NMR spectrometry ; Mass spectroscopy ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The interactions between diethyltin dichloride and 5′-CMP, 5′-dCMP, and 5′-UMP in aqueous solution were investigated by multinuclear 1D and 2D NMR techniques including 119Sn, 15N and 31P nuclei. These studies were combined with electrospray mass spectrometry, infrared spectroscopy, solid state 13C, 31P and 117Sn CP-MAS NMR, and elemental analysis. As demonstrated by 31P-1H HOESY spectroscopy, the diethyltin moiety interacts with the phosphate group of the pyrimidic mononucleotides in the pH range 0.5-3.5. Compound 8 (X = Cl), the solid isolated in this pH range from 5′-CMP, contains two tin atoms bridged by one oxygen and one chlorine atom, each tin atom being linked to the phosphate group of a nucleotide moiety. For 5′-UMP the solid isolated (12) has a dimeric structure with two different tin atoms; it can be formed by dimerization of compound 11 with the elimination of two water molecules. As demonstrated by 1H-119Sn HMQC correlation NMR data and the 2J(119Sn-O-117Sn) coupling constant of 156 Hz, the diethyltin moiety reacts with the O(2′) and O(3′) oxygen atoms of the nucleotides to form a dimeric diethyldioxastannolane at pH 〉 9.0. Between pH 5.0 and 9.0, no evidence for any interaction between the diethyltin moiety and the nucleotides was found.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 3
    Electronic Resource
    Electronic Resource
    Quantitative 2D EXSY and Dynamic 19F-NMR Studies of the Dynamic Behaviour of the Bidentate Chelate Complex Ga(fox)3 (fox = 5-fluoro-8-hydroxyquinoline) (2000)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 2000 (2000), S. 545-550 
    Details
    ISSN: 1434-1948
    Keywords: Coordination chemistry ; Gallium(III) ; Dynamik 19F NMR ; EXSY ; Kinetics of ligand exchange ; Bailar and Rây-Dutt mechanisms ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The rates of intramolecular rearrangement of the meridional isomer of the metal tris-chelate complex [Ga(fox)3, fox = 5-fluoro-8-hydroxyquinoline] in DMF solution were measured using 1D NMR line shape analysis and 2D EXSY spectra. The rates of exchange kab, kbc and kac between the three non-equivalent ligands a, b and c were determined. The values of the activation parameters were obtained. ΔH
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    In vitro antitumour activities of a novel 2:3 condensation product of salicylaldoxime with di-n-butyltin(IV) oxide (1992)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 6 (1992), S. 197-205 
    Details
    ISSN: 0268-2605
    Keywords: Organotin ; antitumor ; salicylaldoxime ; butyltin ; phenyltin ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The antitumor activities of three novel condensation products of salicylaldoxime with di-n-butyltin(IV) oxide (compound 1), di-t-butyltin oxide (compound 2) and diphenyltin oxide (compound 3) are presented. Against MCF-7, a human mammary tumor cell line, compounds 1 and 2 are characterized by inhibition doses ID50 in vitro of 67 and 49 ng cm-3 respectively, whereas cis-platin, an antitumor drug used clinically, has an ID50 of 850 ng cm-3. Against WiDr, a colon carcinoma, they also score better than cis-platin: 215 and 121 ng cm-3 versus 624 ng cm-3. In contrast, the diphenyltin compound, 3, is inactive against both tumor cell lines.The results of a pre-screening performed on compound 1 by the National Cancer Institute (NCI) on a panel of 60 human tumor cell lines show that two of the selectivity parameters calculated by the NCI for that compound are statistically significant, namely DG150 (51.9〉50) and MGDH (80.1〉75). One is almost satisfactory (DH = 72.4 = ca75). The other two, DTGI (40.0〈50) and DLC50 (16.7〈50) are not. (Abbreviations are explained in the text and in Gielen, M. and Willem, R. Anticancer Res., 1992, in press).
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590060214
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  • 5
    Electronic Resource
    Electronic Resource
    Synthesis, characterization and in vitro antitumor activity of dimethyl-, diethyl, and di-t-butyl-tin(IV) derivatives of substituted salicylic acids (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 5 (1991), S. 497-506 
    Details
    ISSN: 0268-2605
    Keywords: Diorganotin ; salicylic acid ; NMR ; Mössbauer ; antitumor ; Chemistry ; Industrial Chemistry and Chemical Engineering
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of dimethyl-, diethyl- and/or di-t-butyl-tin(IV) derivatives of substituted salicylic acids of the type a, (X-Y-2-OH-C6H2COO)2SnR2 (X, Y = H, H; H, 5-CH3; H, 5-Cl; H, 5-F; H, 3-CH3O; H, 5-CH3O; 3-CH3, 6-(CH3)2CH; 3,5-[(CH3)2CH]2 and 4,5-benzo) and b {[R2(X-Y-2-OH-C6H2COO)Sn]2O}2 (X, Y = H, 3-CH3O; H, 5-CH3O: 3-CH3, 6-(CH3)2CH; 3,5-[(CH3)2CH]2 and 4,5-benzo) is reported. Their characterization by 1H, 13C and 119Sn NMR, Mössbauer and mass spectrometry is described. The in vitro antitumor activity of selected derivatives against two human tumoral cell lines, MCF-7 and WiDr, is presented.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590050607
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