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Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

2.0K
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
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Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction01:22

Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

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The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.
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Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids02:04

Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

6.2K
Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.
6.2K
Diels–Alder Reaction: Characteristics of Dienes01:29

Diels–Alder Reaction: Characteristics of Dienes

3.7K
The Diels–Alder reaction brings together a diene and a dienophile to form a six-membered ring. Both components have unique characteristics that influence the rate of the reaction.
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is...
3.7K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

11.2K
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
11.2K
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry01:28

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

3.1K
The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.
3.1K

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Updated: May 6, 2026

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
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A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

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Digermylene oxide complexes: facile synthesis and reactivity.

Rahul Kumar Siwatch1, Dhirendra Yadav, Goutam Mukherjee

  • 1Department of Chemistry, Indian Institute of Technology Delhi , Hauz Khas, New Delhi 110 016, India.

Inorganic Chemistry
|November 13, 2013
PubMed
Summary

The synthesis of novel digermylene oxides and germaacid anhydride complexes stabilized by aminotroponiminate (ATI) ligands is reported. These compounds exhibit unique germanium-oxygen and germanium-chalcogen bonding, characterized by advanced spectroscopic and computational methods.

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

  • Organometallic Chemistry
  • Main Group Chemistry
  • Inorganic Synthesis

Background:

  • Germylene monochlorides are reactive intermediates in germanium chemistry.
  • Aminotroponiminate (ATI) ligands offer unique stabilization for low-valent main group elements.

Purpose of the Study:

  • To synthesize and characterize novel ATI-stabilized digermylene oxides.
  • To explore the reactivity of digermylene oxides with elemental sulfur and selenium.
  • To investigate the bonding characteristics of the resulting germaacid anhydride complexes.

Main Methods:

  • Synthesis of digermylene oxides from germylene monochlorides and potassium hydroxide.
  • Reaction of digermylene oxides with elemental sulfur and selenium.
  • Characterization using multinuclear NMR spectroscopy and single-crystal X-ray diffraction.
  • Computational analysis including DFT, MO, AIM, and NBO.

Main Results:

  • First synthesis of ATI-stabilized digermylene oxides [{(R)2ATIGe}2O].
  • Formation of germaacid anhydride complexes [{(t-Bu)2ATIGe(E)}2O] (E = S, Se).
  • Structural analysis revealed near-linear Ge-O-Ge bond angles (approx. 180°).
  • Computational studies indicated weak Ge-O bonds and Ge=E bonds with Wiberg indices near 1.4.

Conclusions:

  • Successfully synthesized and characterized novel ATI-stabilized germanium compounds.
  • Demonstrated the formation of germaacid anhydride complexes with unique structural and bonding features.
  • Provided insights into the electronic structure and bonding of these low-valent germanium species.