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Alcohol-soluble functional vic-dioxime bearing alcoholhexylsulfanyl moieties: preparation, spectroscopy and electrochemistry

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Abstract

A new alcohol soluble functionalized vic-dioxime, bis-[(1-hydroxyhexyl)-(8,9-hydroxyimino)-7,10-dithiahexacosane (LH2), and its alcohol-soluble mono and dinuclear complexes (NiII, CuII, CoII, MnII, PdII and UO II2 ) have been prepared from 6-mercapto-1-hexanol and (E,E)-dichloroglyoxime under high dilution basic conditions. Reactive polyalcohol moieties appended at the periphery of the oxime containing two different heteroatoms (S-, O-), serve as a weak exocyclic binding sites for PdII and AgI metal ions and also provide solubility for the vic-dioxime complexes in low molecular-weight alcohols. Both mono-nuclear (LH)2M and homodinuclear (LH)2(UO2)2(OH)2 and heterotrinuclear (LH)2MM ′2 Xn, where M = CoII M′ = PdII, X = Cl−, n = 4 and AgI X = NO −3 , n = 2) complexes have been obtained with a 1:2, 2:2, 3:2 metal/ligand ratio, respectively. Electronic spectra of the modified vic-dioximes exhibit monitorable changes in UV. All mono and dinuclear-complexes are soluble in common organic solvents. The elemental analysis, 1H-n.m.r, i.r., u.v–vis, and f.a.b.–m.s data and by cyclic and differential pulse voltammetry measurements are presented.

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Authors and Affiliations

  1. Department of Chemistry, Sakarya University, 54140, Esentepe, Sakarya, Turkey

    Mehmet Kandaz & Oğuzhan Katmer

  2. Chemical Engineering Department, Engineering Faculty, Marmara University, 34722, Göztepe, Istanbul, Turkey

    Atıf Koca

Authors
  1. Mehmet Kandaz
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  2. Oğuzhan Katmer
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  3. Atıf Koca
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Correspondence to Mehmet Kandaz.

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Kandaz, M., Katmer, O. & Koca, A. Alcohol-soluble functional vic-dioxime bearing alcoholhexylsulfanyl moieties: preparation, spectroscopy and electrochemistry. Transition Met Chem 31, 889–896 (2006). https://doi.org/10.1007/s11243-006-0082-5

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  • DOI: https://doi.org/10.1007/s11243-006-0082-5

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