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Updated: Sep 4, 2025
11:45
Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
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Topochemical Cycloaddition Reaction between an Azide and an Internal Alkyne
Cijil Raju1, Sooraj Kunnikuruvan2, Kana M Sureshan1
1School of Chemistry, Indian Institute of Science Education and Research Thiruvananthapuram, Thiruvananthapuram, Kerala-695551, India.
Angewandte Chemie (International Ed. in English)
|July 20, 2022
Summary
Researchers synthesized a novel trisubstituted-1,2,3-triazole-linked polymer using a topochemical azide-alkyne cycloaddition (TAAC) reaction. This method enables polymer formation from cyclitol-derived monomers through controlled crystal packing and heating.
Area of Science:
- Polymer Chemistry
- Organic Synthesis
- Materials Science
Background:
- Topochemical azide-alkyne cycloaddition (TAAC) reactions are efficient for polymer synthesis.
- Creating trisubstituted triazoles typically requires non-topochemical methods.
- Controlling crystal packing is crucial for topochemical polymerization.
Purpose of the Study:
- To develop a new synthetic strategy for trisubstituted-1,2,3-triazole-linked polymers.
- To utilize a topochemical azide-alkyne cycloaddition (TAAC) reaction with internal alkynes.
- To investigate the polymerization of cyclitol-derived monomers.
Main Methods:
- Design of a cyclitol-derived monomer with azide and internal alkyne groups.
- Analysis of monomer crystal packing influenced by hydroxy groups.
- Induction of polymerization via heating to achieve reactive orientation.
Main Results:
- Successful synthesis of a trisubstituted-1,2,3-triazole-linked polymer.
- Demonstration of topochemical polymerization using a head-to-tail crystal arrangement.
- Formation of a polycyclitol structure through TAAC reaction.
Conclusions:
- A novel synthetic strategy for trisubstituted triazoles via TAAC is established.
- Topochemical polymerization is feasible with internal alkynes through controlled crystal packing.
- This method offers a new route to functional polycyclitols.
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