Photophysical studies of supramolecular triads involving zinc naphthalocyanines and pyridylfullerenes with a second electron donor

Mohamed E. El-Khouly, Yasuyuki Araki, Osamu Ito, Suresh Gadde, Melvin E. Zandler, Francis D'Souza

Research output: Contribution to journalArticlepeer-review

22 Citations (Scopus)

Abstract

Supramolecular triads composed of zinc naphthalocyanine (ZnNc) as an electron donor, pyridylfullerenes as primary electron acceptors, and either ferrocene (Fc) or N,N-dimethyl-aminophenyl (DMA) entities as second electron donors were constructed via metal-ligand axial coordination. The formation of the supramolecular triads was monitored using optical absorption methods and the measured binding constants revealed a moderately stable complex formation. The B3LYP/3-21G(*) optimized structures showed the disposition of the three entities of the triads to be in a linear fashion. The redox behavior of the different components was studied using cyclic voltammetry in o-dichlorobenzene containing (n-C4H9)4NClO4. The donor ability evaluated from the oxidation potentials of the electron donors followed the trend: ZnNc < Fc < DMA. Efficient electron transfer from the excited singlet state of zinc naphthalocyanine to the fullerene entity was observed in all of the studied triads in o-dichlorobenzene by fluorescence quenching measurements. Clear evidence, that the charge-separation process formed the radical ions in the triads, was obtained from a nanosecond transient absorption spectral technique, indicating the contribution of the second electron donor in prolonging the charge-separated states.

Original languageEnglish
Pages (from-to)1156-1164
Number of pages9
JournalJournal of Porphyrins and Phthalocyanines
Volume10
Issue number9-10
DOIs
Publication statusPublished - 2006

Keywords

  • Fullerene
  • Photoinduced electron transfer
  • Supramolecular triad
  • Zinc naphthalocyanine

ASJC Scopus subject areas

  • Chemistry(all)

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