Synthesis and spectroscopic investigation of trifluoroethoxy-coated phthalocyanine linked with fullerene

Daisuke Sukeguchi, Hideyuki Yoshiyama, Norio Shibata, Shuichi Nakamura, Takeshi Toru, Yasuhiko Hayashi, Tetsuo Soga

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

Synthesis and spectroscopic investigation of trifluoroethoxy-coated phthalocyanine-fullerene dyad 2 has been described. While nonfluorinated phthalocyanine-fullerene dyad 1 showed an efficient property of intramolecular photoinduced electron transfer, dyad 2, regardless of its covalently linked dyad system, appears not to show any electronic communication between fullerene and phthalocyanine. This observation is presumably due to the strong electron withdrawing nature of 12 trifluoroethoxy groups; fluorine leads phthalocyanine to become an acceptor whose electronic accepting property is equivalent to that of fullerene. This is a unique example that fluorine can terminate electronic communication in the covalently fullerene-phthalocyanine dyad system.

Original languageEnglish
Pages (from-to)361-364
Number of pages4
JournalJournal of Fluorine Chemistry
Volume130
Issue number3
DOIs
Publication statusPublished - Mar 1 2009
Externally publishedYes

Keywords

  • Aggregation
  • Donor-acceptor dyads
  • Fluorine effects
  • Fullerenes
  • Phthalocyanines

ASJC Scopus subject areas

  • Biochemistry
  • Environmental Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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