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Chirality in rotaxanes and catenanes

Journal

CHEMICAL SOCIETY REVIEWS
Volume 47, Issue 14, Pages 5266-5311

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cs00097b

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Funding

  1. University of Southampton
  2. EPSRC [EP/L505067/1]
  3. European Research Council [724987]
  4. Royal Society

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Although chiral mechanically interlocked molecules (MIMs) have been synthesised and studied, enantiopure examples are relatively under-represented in the pantheon of reported catenanes and rotaxanes and the underlying chirality of the system is often even overlooked. This is changing with the advent of new applications of MIMs in catalysis, sensing and materials and the appearance of new methods to access unusual stereogenic units unique to the mechanical bond. Here we discuss the different stereogenic units that have been investigated in catenanes and rotaxanes, examples of their application, methods for assigning absolute stereochemistry and provide a perspective on future developments.

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