The effects of ring strain on cyclic tetraaryl[5]cumulenes

• Author(s) / Creator(s)

  • Bozheng Sun, Meagan S. Oakley, Kota Yoshida, Yanwen Yang, Matteo Tommasini, Chiara Zanchi, Andrea Lucotti, Michael J. Ferguson, Frank Hampel, Mariusz Klobukowski, and Rik R. Tykwinski

• Cyclic tetraaryl[5]cumulenes (1a–f) have been synthesized and studied as a function of increasing ring strain. The magnitude of ring strain is approximated by the extent of bending of the cumulenic core as assessed by a combination of X-ray crystallographic analysis and DFT calculations. Trends are observed in 13C NMR, UV-vis, and Raman spectra associated with ring strain, but the effects are small. In particular, the experimental HOMO–LUMO gap is not appreciably affected by bending of the [5]cumulene framework from ca. 174° (lmax = 504 nm) in 1a to ca. 178° (lmax = 494 nm) in 1f.

• Date created

  2022-01-01

• Subjects / Keywords

  • macrocycles
  • synthesis
  • structure
  • UvVis spectra
  • experimental
  • computational
  • X-ray
  • NMR

• Type of Item

  Article (Published)

• DOI

  https://doi.org/10.7939/r3-p71q-8r54

• License

  Attribution-NonCommercial 4.0 International