Synthesis of polyyne rotaxanes.

Org Lett

Oxford University, Department of Chemistry, Chemistry Research Laboratory, Oxford OX1 3TA, UK.

Published: July 2012

AI Article Synopsis

  • Active-metal templating was used to create rotaxanes that feature a phenanthroline-based macrocycle threaded around polyyne chains of varying lengths (C8, C12, C20).
  • The crystal structure of the C12 rotaxane has been successfully analyzed, revealing important structural details.
  • In a rhenium(I) carbonyl complex involving the rotaxane, the nearby polyyne chain reduces the luminescence of the rhenium, demonstrating a novel method for modulating the interactions within these molecules.

Article Abstract

Active-metal templating has been used to synthesize rotaxanes consisting of a phenanthroline-based macrocycle threaded around a C8, C12, or C20 polyyne chain. The crystal structure of the C12 rotaxane has been determined. In the rhenium(I) carbonyl complex of this rotaxane, with Re(CO)(3)Cl coordinated to the phenanthroline macrocycle, the proximity of the polyyne chain quenches the luminescence of the rhenium. These rotaxanes offer a new approach to controlling the environment and interactions of a polyyne chain.

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Source
http://dx.doi.org/10.1021/ol301392tDOI Listing

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