Photophysical properties of 2-nitro-5,10,15,20-tetra-p-tolylporphyrins

Photochem Photobiol. 1990 Apr;51(4):419-26. doi: 10.1111/j.1751-1097.1990.tb01733.x.

Abstract

Tetraarylporphyrins substituted with nitro groups at beta-pyrrolic positions are potential candidates for electron-accepting pigments in model systems for photosynthesis. The photophysics of 2-nitro-5,10,15,20-tetra-p-tolylporphyrin and its zinc analog have been studied in order to evaluate this potential. The ground state absorption spectrum, the triplet-triplet absorption spectrum, the fluorescence emission spectrum, and associated photophysical parameters have been determined. The molecules have short singlet lifetimes and anomalous temperature- and solvent-dependent emission spectra which are consistent with the formation of an intramolecular charge transfer state of the type P+.-NO2-. in which the nitro group is twisted about its bond to the porphyrin, relative to the ground state conformation.

Publication types

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

MeSH terms

  • Molecular Structure
  • Nitro Compounds / chemical synthesis*
  • Porphyrins / chemical synthesis*
  • Radiation-Sensitizing Agents / chemical synthesis*
  • Spectrometry, Fluorescence
  • Spectrophotometry
  • Structure-Activity Relationship

Substances

  • Nitro Compounds
  • Porphyrins
  • Radiation-Sensitizing Agents