4.7 Article

Can aromaticity be a kinetic trap? Example of mechanically interlocked aromatic [2-5]catenanes built from cyclo[18]carbon

Journal

CHEMICAL COMMUNICATIONS
Volume 56, Issue 18, Pages 2711-2714

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc09483k

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Funding

  1. Russian Government [14.Y26.31.0016]
  2. USA National Science Foundation [CHEM-1664379]
  3. Center for High Performance Computing at the University of Utah

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The unusual stability of cyclo[18]carbon arising from its aromaticity might be used to provide the kinetic trapping needed in the design of interlocked systems. The kinetic barrier separating the interlocked rings and the chemically bonded complex is about 30 kcal mol(-1). In addition, the rings can slide freely, which is a promising property for the design of molecular gears and motors.

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