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Related Concept Videos

Preparation and Reactions of Thiols02:33

Preparation and Reactions of Thiols

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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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Formation of Complex Ions03:45

Formation of Complex Ions

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A type of Lewis acid-base chemistry involves the formation of a complex ion (or a coordination complex) comprising a central atom, typically a transition metal cation, surrounded by ions or molecules called ligands. These ligands can be neutral molecules like H2O or NH3, or ions such as CN− or OH−. Often, the ligands act as Lewis bases, donating a pair of electrons to the central atom. These types of Lewis acid-base reactions are examples of a broad subdiscipline called coordination...
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Preparation and Reactions of Sulfides02:26

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.
5.3K
SN1 Reaction: Mechanism02:25

SN1 Reaction: Mechanism

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Kinetic studies of ionization of a tertiary halide in a protic solvent suggest that only the substrate participates in the rate-determining step (slow step). The nucleophile is involved only after the slowest step. The SN1 reaction takes place in a multiple-step mechanism. 
Firstly, the haloalkane ionizes to generate a carbocation intermediate and a halide ion. This heterolytic cleavage is highly endothermic with large activation energy. The ionization of the substrate, facilitated by a...
12.8K
SN2 Reaction: Transition State02:26

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10.6K
An SN2 reaction of an alkyl halide is a single-step process in which bond formation between the nucleophile and the substrate and bond breaking between the substrate and the halide occurs simultaneously through a transition state without forming an intermediate.
When the nucleophile approaches the electrophilic carbon with its lone pairs, the halide acts as a leaving group and moves away with the electron-pair bonded to the carbon. Dotted partial bonds represent the bonds being formed or broken...
10.6K
SN2 Reaction: Kinetics02:14

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Kinetic Studies and Significance
In a chemical reaction, a relationship exists between the concentration of reactants and the rate at which the reaction proceeds. The study to measure this relationship is known as the kinetics of a chemical reaction. Kinetic studies are used to deduce the rate law of a chemical reaction, which provides information about the species involved during the transition state of the rate-determining step. Thus, kinetic studies help to derive the mechanism of a...
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Nickel(II)-SNS Thiolate Complexes: Reactivity and Solution Dynamics.

Yahya M Albkuri1, Jeffrey S Ovens2, Jessica Martin1

  • 1Department of Chemistry and Biomolecular Sciences and Centre for Catalysis Research and Innovation, University of Ottawa, Ottawa, Ontario K1N 6N5, Canada.

Inorganic Chemistry
|July 9, 2021
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Summary
This summary is machine-generated.

This study explores nickel coordination chemistry using a biomimetic ligand, revealing diverse reactivity and the formation of novel nickel complexes. The research highlights the dynamic behavior of multidentate ligands in nickel compounds.

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Area of Science:

  • Coordination Chemistry
  • Organometallic Chemistry
  • Biomimetic Ligand Design

Background:

  • Nickel's versatile coordination chemistry is crucial for catalysis and materials science.
  • Biomimetic ligands, such as thiolate-imine-thioether SNSMe, offer unique electronic and steric properties.
  • Understanding ligand dynamics is key to controlling nickel complex reactivity.

Purpose of the Study:

  • To investigate the reactivity of nickel with the biomimetic SNSMe ligand.
  • To synthesize and characterize novel nickel-SNSMe complexes.
  • To explore the structural diversity and electronic properties of these complexes under various reaction conditions.

Main Methods:

  • Synthesis of nickel complexes via reaction of Ni(acac)2 with 2-(methylthio)-phenyl-benzothiazolidine (MPB).
  • Thermolysis and protonation reactions to induce ligand transformations and complex assembly.
  • Characterization using NMR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction.

Main Results:

  • Formation of bis(arylimino-phenylene-thiolate) nickel complex Ni(κ2-SNSMe)2 (1).
  • Thermolysis yielded a redox-active [Ni(N2S2)] complex (2).
  • Protonation led to dimeric dication {[Ni(μ-κ3-SNSMe)]2}(NTf2)2 (3) and paramagnetic complexes 4 and 5 featuring Ni(II) units bridged by thiolates.
  • Dissolution of 3 generated mixtures of 4 and Ni(NTf)2, which reacted with Lewis bases to form dimers (6a, 6b) or monomers (7a, 7b).
  • Reaction with an N-heterocyclic carbene ligand resulted in thioether demethylation, yielding neutral dithiolate complex Ni(κ3-SNS)(IPr) (8).

Conclusions:

  • The SNSMe ligand exhibits rich coordination chemistry with nickel, leading to diverse structural motifs.
  • Ligand dynamics, including C-C bond formation and demethylation, are influenced by reaction conditions and external reagents.
  • The study demonstrates the potential for constructing complex nickel architectures with tunable electronic and magnetic properties.