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Design, Synthesis and Application of 1,4-disubstituted 1,2,3-triazole Based Chemosensors: A Promising Avenue

Poonam Malik1, Mona Yadav1, Ravi Bhushan2

  • 1Department of Chemistry, Guru Jambheshwar University of Science & Technology, Hisar, Haryana, 125001, India.

Chemical Record (New York, N.Y.)
|December 23, 2024
PubMed

Keywords:
1,3-Dipolar cycloaddition reaction1,4-Disubstituted 1,2,3-TriazoleChemosensorsClick chemistryHeavy metal ions detection

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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...
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Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
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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.
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