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Related Concept Videos

Aryldiazonium Salts to Azo Dyes: Diazo Coupling01:11

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

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The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the...
2.9K
Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

2.5K
Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
2.5K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

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

1.9K
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...
1.9K
Ziegler–Natta Chain-Growth Polymerization: Overview01:17

Ziegler–Natta Chain-Growth Polymerization: Overview

3.2K
Ziegler–Natta polymerization is another form of addition or chain‐growth polymerization used for synthesizing linear polymers over branched polymers. The catalyst used for polymerization is the Ziegler–Natta catalyst, named after Karl Ziegler and Giulio Natta, who developed it in 1953. This catalyst is an organometallic complex of titanium tetrachloride and triethyl aluminum, with the active form of the catalyst being an alkyl titanium compound. Using the Ziegler–Natta...
3.2K
Diazonium Group Substitution: –OH and –H01:19

Diazonium Group Substitution: –OH and –H

2.7K
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.
2.7K
Cycloaddition Reactions: MO Requirements for Photochemical Activation01:12

Cycloaddition Reactions: MO Requirements for Photochemical Activation

2.0K
Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.
2.0K

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Updated: Jun 15, 2025

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
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Growing impact of 'Click chemistry' inspired glycohybrid 1,2,3-Triazoles in organic synthesis.

Sumit K Singh1, Anindra Sharma2, Nidhi Mishra3

  • 1Department of Chemistry, Institute of Science, Banaras Hindu University, Varanasi, Uttar Pradesh, 221005, India; Department of Chemistry, Govt. P.G. College, Amarpatan, Maihar, Madhya Pradesh, 485775, India.

Carbohydrate Research
|June 13, 2025
PubMed
Summary
This summary is machine-generated.

1,2,3-triazole-sugar conjugates derived from carbohydrates are effective ligands in transition metal catalysis. These click-derived compounds enhance catalytic reactivity, selectivity, and efficiency in various chemical reactions.

Keywords:
1,2,3-TriazoleAlkyneAzideCatalysisCuAACGlycohybridsLigand

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Chemoselective Modification of Viral Surfaces via Bioorthogonal Click Chemistry
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Chemoselective Modification of Viral Surfaces via Bioorthogonal Click Chemistry
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Chemoselective Modification of Viral Surfaces via Bioorthogonal Click Chemistry

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Area of Science:

  • Carbohydrate Chemistry
  • Organic Synthesis
  • Catalysis

Background:

  • Carbohydrates possess unique structural features, including multiple hydroxyl groups and stereogenic centers, making them attractive scaffolds for ligand design.
  • 1,2,3-triazole-linked sugar conjugates, synthesized via copper-catalyzed alkyne-azide cycloaddition (CuAAC), have gained prominence as ligands in transition metal catalysis.

Purpose of the Study:

  • To provide a concise overview of click-derived 1,2,3-triazole-sugar conjugates as ligands in transition metal catalysis.
  • To highlight their role in enhancing catalytic activity, controlling selectivity, and improving efficiency.

Main Methods:

  • Review of literature on the synthesis and application of 1,2,3-triazole-sugar conjugates.
  • Focus on regioselective copper-catalyzed alkyne-azide cycloaddition (CuAAC) for conjugate synthesis.

Main Results:

  • These glycoconjugates have demonstrated utility in various C-C and C-N bond-forming reactions (e.g., Ullmann, Sonogashira couplings).
  • Applications extend to asymmetric catalysis, ligand-assisted activation, and sustainable synthesis with Cu, Ni, and Pd catalysts.
  • The conjugates effectively enhance catalytic reactivity and control regio- and stereoselectivity.

Conclusions:

  • Click-derived 1,2,3-triazole-sugar conjugates represent a valuable class of ligands for transition metal catalysis.
  • Their application leads to improved performance in diverse metal-mediated transformations, offering avenues for more efficient and selective synthesis.