A Pentacene-based Nanotube Displaying Enriched Electrochemical and Photochemical Activities

Kiyonori Kuroda, Kohei Yazaki, Yuya Tanaka, Munetaka Akita, Hayato Sakai, Taku Hasobe, Nikolai V. Tkachenko, Michito Yoshizawa

    Research output: Contribution to journalArticleScientificpeer-review

    13 Citations (Scopus)


    Unlike previously well-studied, acyclic pentacene oligomers, the first synthesis of a cyclic pentacene trimer with a fixed tubular conformation is reported. A short-step synthesis starting from common pentacenequinone yielded the target molecule with a 1.5 nanometer length and a subnanometer pore. Steady-state spectroscopic analyses revealed that the close proximity of the non-conjugated, three pentacene chromophores allows the nanotube to display stepwise electrochemical/chemical oxidation characteristics. Furthermore, time-resolved transient absorption measurements elucidated the generation of an excited triplet state of the nanotube, with high quantum yield reaching about 180 % through intramolecular singlet fission and a very long triplet lifetime.

    Original languageEnglish
    Pages (from-to)1115-1119
    JournalAngewandte Chemie - International Edition
    Issue number4
    Early online date2018
    Publication statusPublished - Jan 2019
    Publication typeA1 Journal article-refereed


    • macrocycles
    • nanotubes
    • pentacene
    • singlet fission
    • triplet states

    Publication forum classification

    • Publication forum level 3

    ASJC Scopus subject areas

    • Catalysis
    • Chemistry(all)


    Dive into the research topics of 'A Pentacene-based Nanotube Displaying Enriched Electrochemical and Photochemical Activities'. Together they form a unique fingerprint.

    Cite this