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Oxford Team Achieves Solution-Stable Cyclo[48]carbon Catenane With 92-Hour Half-Life

Threading the ring through three macrocycles shields the cyclocarbon for hours of room-temperature study ahead of planned X-ray confirmation.

Left: Chemical structure of the cyclo[48]carbon [4]catenane. RIGHT: Space-filling representation.
Image
Chemical structure of the cyclo[48]carbon [4]catenan. Image credit: Harry Anderson.

Overview

  • In a Science paper published August 14, the researchers report synthesizing cyclo[48]carbon as a [4]catenane that remains intact in solution at 20 °C.
  • The protected catenane exhibits a half-life of roughly 92 hours in deuterated dichloromethane at concentrations up to 300 µM, enabling extensive spectroscopic analysis.
  • Characterization by mass spectrometry, Raman, UV-visible and a single intense 13C NMR resonance confirms the symmetric environment of all 48 sp-hybridized carbons.
  • An unprotected cyclo[48]carbon species was also detected at low concentration, showing a one-hour half-life and matching UV-visible spectra of the catenane.
  • The team’s next steps include crystallizing the catenane for X-ray diffraction and systematically exploring its reactivity and material properties.