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1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism

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Nitrous acid is a relatively weak and unstable acid prepared in situ by the reaction of sodium nitrite and cold, dilute hydrochloric acid. In an acidic solution, the nitrous acid undergoes protonation when it loses water to form a nitrosonium ion—an electrophile. Nitrous acid reacts with primary amines to give diazonium salts. The reaction is called diazotization of primary amines.

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Nuclear transmutation is the conversion of one nuclide into another. It can occur by the radioactive decay of a nucleus, or the reaction of a nucleus with another particle. The first manmade nucleus was produced in Ernest Rutherford’s laboratory in 1919 by a transmutation reaction, the bombardment of one type of nuclei with other nuclei or with neutrons. Rutherford bombarded nitrogen-14 atoms with high-speed α particles from a natural radioactive isotope of radium and observed...

Diazonium Group Substitution: –OH and –H

Diazonium Group Substitution: –OH and –H

Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.

1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview

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Nitrous acid and nitric acids are two types of acids containing nitrogen, among which nitrous acid is weaker than nitric acid. Nitrous acid with a pKa value of 3.37 ionizes in water to give a nitrite ion and the hydronium ion.
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by...

2° Amines to N-Nitrosamines: Reaction with NaNO2

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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.

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The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

Consecutive N₂ loss from a uranium diphosphazide complex.

Tara K K Dickie¹, Connor S MacNeil, Paul G Hayes

¹Department of Chemistry and Biochemistry, University of Lethbridge, 4401 University Drive, Lethbridge, AB T1K 3 M4, Canada. p.hayes@uleth.ca.

Dalton Transactions (Cambridge, England : 2003)

|December 7, 2019

Summary

This summary is machine-generated.

Researchers synthesized a novel diphosphazidosalen ligand and complexed it with uranium. This uranium complex undergoes nitrogen loss, transforming into phosphazide-phosphinimine and uranium phosphasalen species.

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Amide Coupling Reaction for the Synthesis of Bispyridine-based Ligands and Their Complexation to Platinum as Dinuclear Anticancer Agents

Amide Coupling Reaction for the Synthesis of Bispyridine-based Ligands and Their Complexation to Platinum as Dinuclear Anticancer Agents

Published on: May 28, 2014

Area of Science:

Organometallic chemistry
Uranium chemistry
Ligand synthesis

Background:

Uranium complexes are of interest due to their unique electronic properties and potential applications.
Developing new ligands is crucial for stabilizing and functionalizing uranium ions.
Understanding the reactivity of uranium complexes informs their potential use in catalysis and materials science.

Purpose of the Study:

To synthesize a novel diphosphazidosalen ligand.
To investigate the coordination chemistry of uranium with this new ligand.
To study the reactivity and decomposition pathways of the resulting uranium complex.

Main Methods:

Synthesis of a diphosphazidosalen ligand.
Salt metathesis reactions for uranium complex formation.
Characterization of uranium complexes using spectroscopic and analytical techniques.
Investigation of ligand transformation and nitrogen extrusion.

Main Results:

Successful synthesis and uranium transfer to the diphosphazidosalen ligand, forming an 8-coordinate uranium(IV) complex.
Observation of sequential nitrogen (N2) loss from the diphosphazide ligand.
Formation of an asymmetric intermediate with a phosphazide-phosphinimine mixed-ligand framework.
Ultimate formation of a uranium(IV) phosphasalen complex.

Conclusions:

The diphosphazidosalen ligand can be effectively coordinated to uranium.
The synthesized uranium complex exhibits instability, undergoing stepwise nitrogen extrusion.
This study reveals a novel transformation pathway for uranium complexes involving ligand rearrangement and N2 loss.