Oligoindenopyrenes: a new class of polycyclic aromatics

J Org Chem. 2006 Nov 24;71(24):9080-7. doi: 10.1021/jo0613939.

Abstract

A new class of polycyclic aromatic hydrocarbons--oligoindenopyrenes--has been synthesized featuring a Pd-catalyzed Suzuki-Heck coupling cascade. The oligoindenopyrenes are robust, highly colored substructures of C(70) and have properties that might prove useful in new organic materials or devices. After excitation, the tetraindenopyrene derivative 3d undergoes efficient deactivation (99%) by internal conversion to the ground state. The small fluorescence quantum yield (0.004) is in accordance with the short (0.6 ns) fluorescence decay time.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Fluorescence
  • Magnetic Resonance Spectroscopy
  • Pyrenes / chemistry*
  • X-Ray Diffraction

Substances

  • Pyrenes