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Efficient Multicomponent Active Template Synthesis of Catenanes.

James E M Lewis1, Florian Modicom1, Stephen M Goldup1

  • 1Chemistry , University of Southampton , Highfield , Southampton SO17 1BJ , United Kingdom.

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|March 21, 2018
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Summary
This summary is machine-generated.

This study introduces an efficient active template synthesis for [2]catenanes. The method enables mechanical bond formation via click chemistry, simplifying the creation of complex catenane structures.

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Area of Science:

  • Supramolecular Chemistry
  • Organic Synthesis

Background:

  • Catenanes are mechanically interlocked molecules with unique topological properties.
  • Previous synthesis methods often require complex procedures or low yields.

Purpose of the Study:

  • To develop a simple and high-yielding active template synthesis for [2]catenanes.
  • To demonstrate the versatility of the method for various precursor combinations.

Main Methods:

  • Utilizing an active template strategy for mechanical bond formation.
  • Employing click chemistry between azide and alkyne functional groups.
  • Investigating both single premacrocycle and co-macrocyclization approaches.

Main Results:

  • Achieved high yields in the synthesis of [2]catenanes.
  • Demonstrated successful macrocyclization using bis-alkyne and bis-azide comonomers.
  • Showed applicability to short alkyne/azide components leading to oligomerization before cyclization.

Conclusions:

  • The described method offers a straightforward and efficient route to [2]catenanes.
  • The active template approach is adaptable for diverse synthetic strategies in supramolecular chemistry.