Comparison between the photophysical properties of pyrazolo- and isoxazolo[60]fullerenes with dual donors (Ferrocene, Aniline and Alkoxyphenyl)

Laura Perez, Mohamed E. El-Khouly, Pilar De La Cruz, Yasuyuki Araki, Osamu Ito, Fernando Langa

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Two series of new pyrazolo- and isoxazolo[60]fullerenes covalently linked to vinylenephenylene bearing ferrocene, dibutylaniline or dodecyloxyphenyl electron-donor groups attached in the periphery have been synthesized. The photophysical properties of these newly synthesized dual-donor-C60 derivatives have been investigated and compared by applying time-resolved fluorescence and nanosecond transient techniques in both polar and nonpolar solvents. Charge separation via the excited singlet state of C60 is more efficient in the pyrazolo-C60 triads than in the isoxazolo-C60 triads. It was found that the pyrazoline ring mediates charge separation as a result of the stronger electron-donating character of the nitrogen atom of the pyrazoline ring compared with the oxygen atom of the isoxazoline ring.

Original languageEnglish
Pages (from-to)2175-2185
Number of pages11
JournalEuropean Journal of Organic Chemistry
Issue number13
DOIs
Publication statusPublished - 2007 Jun 22

Keywords

  • Dual-donor-C systems
  • Electrochemistry
  • Electron transfer
  • Fullerenes
  • Laser spectroscopy

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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