Synthesis and properties of cycloparaphenylene-2,7-pyrenylene: a pyrene-containing carbon nanoring

Chem Commun (Camb). 2014 Jan 28;50(8):957-9. doi: 10.1039/c3cc48198k.

Abstract

The first synthesis of a pyrene-containing carbon nanoring, cyclo[12]paraphenylene[2]-2,7-pyrenylene ([12,2]CPPyr), is described. Through a sequence of stepwise macrocyclization using Pd and Ni catalysts followed by aromatization of L-shaped cyclohexane units afforded a [12,2]CPPyr in five steps from commercially available compounds. The UV-vis absorption and fluorescence spectra as well as TD-DFT calculations clarified the unique photophysical and electronic properties of the [12,2]CPPyr.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon / chemistry*
  • Catalysis
  • Nanostructures / chemistry*
  • Nickel / chemistry
  • Palladium / chemistry
  • Pyrenes / chemical synthesis
  • Pyrenes / chemistry*
  • Quantum Theory

Substances

  • Pyrenes
  • Palladium
  • Carbon
  • Nickel
  • pyrene