Synthesis of densely functionalised arenes using [2 + 2 + 2] cycloaddition reactions

Org Biomol Chem. 2007 Apr 7;5(7):1028-30. doi: 10.1039/b700353f. Epub 2007 Feb 27.

Abstract

Rh(I)-catalysed [2 + 2 + 2] cycloaddition allows the synthesis of aryl ethers and diaryl methanes containing a high degree of steric hindrance from relatively simple diyne and alkyne precursors. The diarylmethanes made in this way show no evidence in their NMR spectra, however, of rotational restriction.

MeSH terms

  • Alkynes / chemistry*
  • Benzene Derivatives / chemical synthesis*
  • Benzene Derivatives / chemistry
  • Catalysis
  • Cyclization
  • Ethers / chemical synthesis*
  • Ethers / chemistry
  • Methane / analogs & derivatives
  • Methane / chemical synthesis*
  • Methane / chemistry
  • Molecular Structure
  • Organometallic Compounds / chemistry
  • Rhodium / chemistry
  • Stereoisomerism

Substances

  • Alkynes
  • Benzene Derivatives
  • Ethers
  • Organometallic Compounds
  • Rhodium
  • Methane