Ultrafast photoinduced electron transfer in face-to-face charge-transfer π-complexes of planar porphyrins and hexaazatriphenylene derivatives

Toru Aoki, Hayato Sakai, Kei Ohkubo, Tomo Sakanoue, Taishi Takenobu, Shunichi Fukuzumi, Taku Hasobe

    Research output: Contribution to journalArticle

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    Abstract

    Charge-transfer (CT) π-complexes are formed between planar porphyrins and 1,4,5,8,9,12-hexaazatriphenylene (HAT) derivatives with large formation constants (e.g., 104 M-1), exhibiting broad CT absorption bands. The unusually large formation constants result from close face-to-face contact between two planar π-planes of porphyrins and HAT derivatives. The redox potentials of porphyrins and HAT derivatives measured by cyclic voltammetry indicate that porphyrins and HAT derivatives act as electron donors and acceptors, respectively. The formation of 1:1 CT complexes between porphyrins and HAT derivatives was examined by UV-vis, fluorescence and 1H NMR measurements in nonpolar solvents. The occurrence of unprecedented ultrafast photoinduced electron transfer from the porphyrin unit to the HAT unit in the CT π-complex was observed by femtosecond laser flash photolysis measurements. A highly linear aggregate composed of a planar porphyrin and an HAT derivative was observed by transmission electron microscopy (TEM) and atomic force microscopy (AFM).

    Original languageEnglish
    Pages (from-to)1498-1509
    Number of pages12
    JournalChemical Science
    Volume6
    Issue number2
    DOIs
    Publication statusPublished - 2015 Feb 1

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    Porphyrins
    Charge transfer
    Derivatives
    Electrons
    Photolysis
    1,4,5,8,9,12-hexaazatriphenylene
    Ultrashort pulses
    Cyclic voltammetry
    Absorption spectra
    Atomic force microscopy
    Fluorescence
    Nuclear magnetic resonance
    Transmission electron microscopy

    ASJC Scopus subject areas

    • Chemistry(all)

    Cite this

    Ultrafast photoinduced electron transfer in face-to-face charge-transfer π-complexes of planar porphyrins and hexaazatriphenylene derivatives. / Aoki, Toru; Sakai, Hayato; Ohkubo, Kei; Sakanoue, Tomo; Takenobu, Taishi; Fukuzumi, Shunichi; Hasobe, Taku.

    In: Chemical Science, Vol. 6, No. 2, 01.02.2015, p. 1498-1509.

    Research output: Contribution to journalArticle

    Aoki, Toru ; Sakai, Hayato ; Ohkubo, Kei ; Sakanoue, Tomo ; Takenobu, Taishi ; Fukuzumi, Shunichi ; Hasobe, Taku. / Ultrafast photoinduced electron transfer in face-to-face charge-transfer π-complexes of planar porphyrins and hexaazatriphenylene derivatives. In: Chemical Science. 2015 ; Vol. 6, No. 2. pp. 1498-1509.
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