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Preparation and Reactions of Sulfides

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Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
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Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
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Radical substitution reactions can be used to remove functional groups from molecules. The hydrogenolysis of alkyl halides is one such reaction, where the weak Sn–H bond in tributyltin hydride reacts with alkyl halides to form alkanes. Here, the reagent Bu3SnH yields tributyltin halide as a byproduct.
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The Wittig reaction, which converts aldehydes or ketones to alkenes using phosphorus ylides, proceeds through a nucleophilic addition‒elimination process.
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Valence Bond Theory

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Coordination compounds and complexes exhibit different colors, geometries, and magnetic behavior, depending on the metal atom/ion and ligands from which they are composed. In an attempt to explain the bonding and structure of coordination complexes, Linus Pauling proposed the valence bond theory, or VBT, using the concepts of hybridization and the overlapping of the atomic orbitals. According to VBT, the central metal atom or ion (Lewis acid) hybridizes to provide empty orbitals of suitable...
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The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
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Aminobisphenolate supported tungsten disulphido and dithiolene complexes.

E Salojärvi1, A Peuronen, R Sillanpää

  • 1Laboratory of Materials Chemistry and Chemical Analysis, Department of Chemistry, University of Turku, FI-20014, Turku, Finland. ari.lehtonen@utu.fi.

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|April 28, 2015
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Summary

New dioxotungsten(VI) complexes were synthesized and transformed into disulphido and dithiolene tungsten compounds. These novel tungsten complexes exhibit interesting structural and electrochemical properties.

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Area of Science:

  • Inorganic Chemistry
  • Organometallic Chemistry
  • Materials Science

Background:

  • Tungsten complexes are of interest due to their diverse applications.
  • Amino bisphenolate ligands offer versatile coordination environments.
  • Sulfur-containing ligands can impart unique electronic and structural properties.

Purpose of the Study:

  • To synthesize novel dioxotungsten(VI) complexes with tetradentate amino bisphenolates.
  • To convert these complexes into corresponding disulphido and dithiolene tungsten compounds.
  • To characterize the synthesized compounds structurally and electrochemically.

Main Methods:

  • Reaction of dioxotungsten(VI) complexes with Lawesson's reagent or P2S5 to form disulphido complexes.
  • Further reaction of disulphido complexes with diethyl acetylenedicarboxylate to yield dithiolene compounds.
  • X-ray crystallography, spectroscopy (NMR, IR, UV-Vis), and electrochemistry for characterization.

Main Results:

  • Successful synthesis of Cs-symmetric amino bisphenolate disulphido tungsten complexes.
  • Formation of diamagnetic tungsten(IV) dithiolene compounds.
  • Detailed structural, spectroscopic, and electrochemical data for the new complexes.

Conclusions:

  • The study presents a novel synthetic route to tungsten disulphido and dithiolene complexes.
  • The characterization reveals unique structural and electronic properties of these sulfur-coordinated tungsten species.
  • These findings contribute to the understanding of tungsten coordination chemistry and potential applications.