Synthesis and structural analysis of a highly curved buckybowl containing corannulene and sumanene fragments

J Am Chem Soc. 2011 Oct 19;133(41):16319-21. doi: 10.1021/ja2067725. Epub 2011 Sep 27.

Abstract

Buckybowls 7, 9, and 10 were prepared from benzo[k]fluoranthene 6 and fluoranthene 8 using straightforward procedures involving key palladium-catalyzed cyclization reactions. The structures of bowl-shaped molecules 7 and 10 were determined by using X-ray crystallographic methods. The observed p-orbital axis vector (POAV) angle of 7 was found to be 12.8°.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Crystallography, X-Ray
  • Cyclization
  • Models, Molecular
  • Molecular Structure
  • Palladium / chemistry
  • Polycyclic Aromatic Hydrocarbons / chemical synthesis
  • Polycyclic Aromatic Hydrocarbons / chemistry*
  • Quantum Theory
  • Stereoisomerism

Substances

  • Polycyclic Aromatic Hydrocarbons
  • corannulene
  • sumanene
  • Palladium