Heteroatom-annulated perylenes: practical synthesis, photophysical properties, and solid-state packing arrangement

J Org Chem. 2008 Sep 19;73(18):7369-72. doi: 10.1021/jo8012622. Epub 2008 Aug 9.

Abstract

A practical strategy for the preparation of a series of heterocyclic annulated perylenes in good yields is presented. UV-vis absorption spectra indicate hypsochromic shift of the absorption maxima relative to the corresponding parent perylene. Single-crystal X-ray diffraction analysis reveals that they all adopt planar conformation, but the solid-state packing arrangements are significantly altered by annulation of various heterocycles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Heterocyclic Compounds, 4 or More Rings / chemical synthesis*
  • Heterocyclic Compounds, 4 or More Rings / chemistry
  • Models, Molecular
  • Molecular Structure
  • Nitrogen / chemistry*
  • Perylene / analogs & derivatives
  • Perylene / chemical synthesis*
  • Perylene / chemistry
  • Photochemistry
  • Selenium / chemistry*
  • Sulfur / chemistry*

Substances

  • Heterocyclic Compounds, 4 or More Rings
  • Perylene
  • Sulfur
  • Selenium
  • Nitrogen