Synthesis, structure, and chemical property of the first fluorine-containing porphycene

Takashi Hayashi, Yuji Nakashima, Kazuyuki Ito, Takahiro Ikegami, Isao Aritome, Akihiro Suzuki, Yoshio Hisaeda

    Research output: Contribution to journalArticlepeer-review

    53 Citations (Scopus)


    (Matrix presented) A pyrrolic macrocycle, β -tetrakis(trifluoromethyl)porphycene, is the first example of a fluorine-containing porphycene. Four electron-withdrawing CF3 substituents provide a highly distorted structure and an attractive electron-deficient nature for the porphycene framework. From the electrochemical study, it is found that the LUMO energy level for the β-trifluoromethylporphycene is 1.24 V more stabilized compared to that for etioporphyrin. Moreover, the deprotonation of the inner N-H proton in the porphycene was observed upon the addition of DBU.

    Original languageEnglish
    Pages (from-to)2845-2848
    Number of pages4
    JournalOrganic letters
    Issue number16
    Publication statusPublished - Aug 7 2003

    All Science Journal Classification (ASJC) codes

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry


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