Fluorophore(s) appended fullerene dyads and triads for probing photoinduced energy transfer: syntheses, electronic structure, and fluorescence studies

Photosynth Res. 2006 Jan;87(1):105-14. doi: 10.1007/s11120-005-5450-z. Epub 2006 Jan 10.

Abstract

Fullerene, C(60) was functionalized to possess one or two fluorophore entities. The fluorophore-fullerene dyads thus synthesized contain either a naphthalene, pyrene, or fluorene entity while the triads contain either a pyrene or fluorene entity in addition to a naphthalene entity. The redox behavior of these dyads and triads were probed by cyclic voltammetric technique, while the geometry and electronic structures were deduced from ab initio B3LYP/3-21G(*) method. Steady-state emission studies revealed the occurrence of energy transfer from the singlet excited fluorophore to the fullerene entity in the case of the dyads while the occurrence of step-by-step sequential energy transfer is envisioned in the case of the triads. A better 'antenna-effect' owing to the extended range of excitation wavelength to induce energy transfer to the appended fullerene has been achieved in the case of the triads.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Computational Biology
  • Electrochemistry
  • Electrons*
  • Fluorescent Dyes / chemistry*
  • Fullerenes / chemistry*
  • Molecular Structure

Substances

  • Fluorescent Dyes
  • Fullerenes