Probing intramolecular CH-π interactions in o-quinodimethane adducts of [60]fullerene using variable temperature NMR.

Academic Article


  • Several o-quinodimethane adducts of [60]fullerene were synthesized and their intramolecular aryl CH-fullerene π interactions were studied using variable temperature-NMR (VT-NMR). Evaluation of the rate constants associated with the first-order transition states for cyclohexene boat-to-boat inversions enables quantification of ΔG(‡) values for each inversion. A comparison between two constitutional isomers, only one of which is capable of intramolecular CH-π interactions, provides a lower limit of 0.95 kcal/mol for each aryl CH-fullerene π interaction.
  • Authors

  • Kopreski, Ryan P
  • Briggs, Jonathan B
  • Lin, Weimin
  • Jazdzyk, Mikaël
  • Miller, Glen
  • Status

    Publication Date

  • February 3, 2012
  • Has Subject Area

    Published In

    Digital Object Identifier (doi)

    Pubmed Id

  • 22263627
  • Start Page

  • 1308
  • End Page

  • 1315
  • Volume

  • 77
  • Issue

  • 3