Macrocycle size matters: "Small" functionalized rotaxanes in excellent yield using the CuAAC active template approach

Hicham Lahlali, Kajally Jobe, Michael Watkinson, Stephen M. Goldup

Research output: Contribution to journalArticlepeer-review

108 Citations (Scopus)

Abstract

By shrinking the macrocycle in the CuAAC active template reaction not only is it demonstrated to be possible to use smaller macrocycles, but, surprisingly, that smaller macrocycles lead to higher yields of rotaxane product (see scheme). The synthesis of "small" functionalized [2]rotaxanes showcases this as a method for the production of materials with potential applications in molecular electronics, drug delivery, sensing, and enantioselective catalysis.

Original languageEnglish
Pages (from-to)4151-4155
Number of pages5
JournalAngewandte Chemie - International Edition
Volume50
Issue number18
DOIs
Publication statusPublished - 26 Apr 2011

Keywords

  • click chemistry
  • macrocycles
  • rotaxanes
  • self-assembly
  • template synthesis

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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