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Related Concept Videos

Coordination Number and Geometry02:57

Coordination Number and Geometry

19.1K
For transition metal complexes, the coordination number determines the geometry around the central metal ion. Table 1 compares coordination numbers to molecular geometry. The most common structures of the complexes in coordination compounds are octahedral, tetrahedral, and square planar.
19.1K
Chirality at Nitrogen, Phosphorus, and Sulfur02:30

Chirality at Nitrogen, Phosphorus, and Sulfur

7.1K
Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
7.1K
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement01:21

[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement

3.5K
The Cope rearrangement is classified as a [3,3] sigmatropic shift in 1,5-dienes, leading to a more stable, isomeric 1,5-diene. The reaction involves a concerted movement of six electrons, four from two π bonds and two from a σ bond, via an energetically favorable chair-like transition state.
3.5K
SN1 Reaction: Stereochemistry02:15

SN1 Reaction: Stereochemistry

10.5K
This lesson provides an in-depth discussion of the stereochemical outcomes in an SN1 reaction.
In the first step of an SN1 reaction, the bond between the electrophilic carbon and the leaving group ionizes to generate the carbocation intermediate. The second step of the mechanism is the nucleophilic attack.
In the formed carbocation, the positively charged carbon is sp2 hybridized with a trigonal planar geometry. As all the three substituents lie on the same plane, a plane of symmetry for the...
10.5K
Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)01:30

Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)

4.8K
Nucleophilic substitution in aromatic compounds is feasible in substrates bearing strong electron-withdrawing substituents positioned ortho or para to the leaving group. The reaction proceeds via two steps: the addition of the nucleophile and the elimination of the leaving group.
The reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between...
4.8K
SN1 Reaction: Mechanism02:25

SN1 Reaction: Mechanism

14.5K
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...
14.5K

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Related Experiment Video

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Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
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Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex

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NO˙ disproportionation by a {RhNO}9 pincer-type complex.

Carina Gaviglio1, Juan Pellegrino2, David Milstein3

  • 1Comisión Nacional de Energía Atómica, CAC-GIyANN, Departamento de Física de la Materia Condensada, Avenida General Paz 1499, San Martín, 1650, Buenos Aires, Argentina.

Dalton Transactions (Cambridge, England : 2003)
|December 1, 2017
PubMed
Summary

The rhodium nitrosyl complex [Rh(PCPtBu)(NO)]˙ undergoes disproportionation with nitric oxide (NO˙). This reaction releases nitrous oxide (N2O) and forms a new rhodium complex with a coordinated nitrite ligand.

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Area of Science:

  • Inorganic Chemistry
  • Organometallic Chemistry
  • Reaction Mechanisms

Background:

  • The reactivity of low-valent rhodium nitrosyl complexes is of significant interest in coordination chemistry.
  • Understanding the transformations of nitrosyl ligands is crucial for catalysis and bioinorganic chemistry.

Purpose of the Study:

  • To investigate the reaction between the {RhNO}9 complex [Rh(PCPtBu)(NO)]˙ and nitric oxide (NO˙).
  • To characterize the products and elucidate the mechanism of this reactivity.

Main Methods:

  • Multinuclear NMR spectroscopy
  • Infrared (IR) spectroscopy
  • X-ray diffraction analysis
  • Density Functional Theory (DFT) calculations

Main Results:

  • A disproportionation reaction was observed, yielding nitrous oxide (N2O) and a new rhodium complex, Rh(PCPtBu)(NO)(NO2).
  • X-ray diffraction revealed a square pyramidal geometry for the new complex with an N-bound nitro ligand and a bent nitrosyl ligand.
  • IR spectroscopy confirmed quantitative N2O release and suggested a dinitrosyl intermediate via isotopic labeling studies.

Conclusions:

  • The {RhNO}9 complex [Rh(PCPtBu)(NO)]˙ reacts with NO˙ via disproportionation.
  • The reaction proceeds through a dinitrosyl intermediate, forming a coordinated nitrite complex and releasing N2O.
  • Detailed structural and mechanistic insights were obtained through experimental and computational methods.