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Yuri Tanuma1,2, Bastien Anézo2,3, Tilen Knaflič2,4

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This study reveals the stable interaction between azafullerene radicals and [10]cycloparaphenylene nanorings using EPR and DFT. The findings explain the weak but significant host-guest interactions in these supramolecular radical complexes.

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Area of Science:

  • Supramolecular chemistry
  • Organic radical chemistry
  • Nanomaterials science

Background:

  • Azafullerene radicals encapsulated in [10]cycloparaphenylene ([10]CPP) nanorings exhibit remarkable stability.
  • Understanding the host-guest interactions in these supramolecular complexes is crucial for their application.

Purpose of the Study:

  • To investigate the host-guest interaction in C59N•⊂[10]CPP supramolecular complexes.
  • To elucidate the structural and electronic properties governing the stability of these radical systems.

Main Methods:

  • Electron paramagnetic resonance (EPR) spectroscopy, including continuous wave (CW) and electron spin echo envelope modulation (ESEEM) techniques.
  • Density functional theory (DFT) calculations for theoretical support and structural optimization.

Main Results:

  • EPR spectra confirmed the presence of monomeric and oligomeric azafullerene radical species within the [10]CPP host.
  • ESEEM measurements determined experimental hyperfine coupling constants for 13C, 1H, and 14N atoms.
  • Experimental hyperfine couplings agreed well with DFT-calculated values for optimized supramolecular structures.

Conclusions:

  • The study demonstrates a weak but non-negligible spin delocalization from the azafullerene guest to the [10]CPP host.
  • This spin delocalization explains the observed stability of the supramolecular radical complex.
  • Combined EPR and DFT approaches provide valuable insights into radical host-guest structures.