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Related Concept Videos

Electrophilic Aromatic Substitution: Nitration of Benzene01:20

Electrophilic Aromatic Substitution: Nitration of Benzene

The nitration of benzene is an example of an electrophilic aromatic substitution reaction. It involves the formation of a very powerful electrophile, the nitronium ion, which is linear in shape. The reaction occurs through the interaction of two strong acids, sulfuric and nitric acid.
Preparation of Nitriles01:12

Preparation of Nitriles

One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
2° Amines to N-Nitrosamines: Reaction with NaNO201:20

2° Amines to N-Nitrosamines: Reaction with NaNO2

Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
Nitriles to Amines: LiAlH4 Reduction00:55

Nitriles to Amines: LiAlH4 Reduction

Nitriles are reduced to amines in the presence of strong reducing agents like lithium aluminum hydride through a typical nucleophilic acyl substitution. The reaction requires two equivalents of the reducing agent. The reducing agent acts as a source of hydride ions.
As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...

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Biofunctionalization of Magnetic Nanomaterials
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Published on: July 16, 2020

N2 functionalization at iron metallaboratranes.

Marc-Etienne Moret1, Jonas C Peters

  • 1Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.

Journal of the American Chemical Society
|October 20, 2011
PubMed
Summary
This summary is machine-generated.

The reactivity of anionic dinitrogen iron complexes with silicon electrophiles was studied. These reactions transform coordinated N(2) into silyldiazenido and disilylhydrazido complexes, showcasing novel iron-nitrogen bond chemistry.

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Synthesis and Characterization of Fe-doped Aluminosilicate Nanotubes with Enhanced Electron Conductive Properties

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Area of Science:

  • Organometallic Chemistry
  • Inorganic Chemistry
  • Materials Science

Background:

  • Dinitrogen (N(2)) fixation remains a significant challenge in chemistry.
  • Anionic iron complexes offer unique reactivity for N(2) transformations.
  • The tris[2-(diisopropylphosphino)phenyl]borane (TPB) ligand provides a sterically demanding and electronically tunable environment.

Purpose of the Study:

  • To investigate the reactivity of the anionic dinitrogen iron complex [(TPB)Fe(N(2))](-) toward silicon electrophiles.
  • To explore the synthesis of novel iron-nitrogen compounds derived from dinitrogen.
  • To understand the role of the TPB ligand and iron center in N(2) functionalization.

Main Methods:

  • Reaction of [(TPB)Fe(N(2))](-) with silicon electrophiles like trimethylsilyl chloride and 1,2-bis(chlorodimethylsilyl)ethane.
  • Electrochemical reduction using Na/Hg amalgam in THF.
  • Ligand substitution reactions with CO and (t)BuNC.
  • Characterization of resulting complexes using spectroscopic and crystallographic techniques.

Main Results:

  • [(TPB)Fe(N(2))](-) reacts with trimethylsilyl chloride to form a silyldiazenido complex.
  • Disilylation with 1,2-bis(chlorodimethylsilyl)ethane yields a disilylhydrazido(2-) complex.
  • Ligand substitution on the disilylhydrazido complex leads to crystalline adducts.
  • The N-N bond of the dinitrogen ligand can be cleaved under specific conditions.

Conclusions:

  • The anionic dinitrogen iron complex [(TPB)Fe(N(2))](-) is a versatile precursor for synthesizing novel iron-nitrogen compounds.
  • Silicon electrophiles enable the stepwise functionalization of the coordinated N(2) molecule.
  • The flexibility of the Fe-B linkage in the TPB ligand is crucial for these transformations.