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 journalArticle

4 Citations (Scopus)

Abstract

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
JournalAngewandte Chemie - International Edition
DOIs
Publication statusAccepted/In press - 2018 Jan 1

Fingerprint

Nanotubes
Quantum yield
Chromophores
Oligomers
Excited states
Conformations
Oxidation
Molecules
pentacene

Keywords

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

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

A Pentacene-based Nanotube Displaying Enriched Electrochemical and Photochemical Activities. / Kuroda, Kiyonori; Yazaki, Kohei; Tanaka, Yuya; Akita, Munetaka; Sakai, Hayato; Hasobe, Taku; Tkachenko, Nikolai V.; Yoshizawa, Michito.

In: Angewandte Chemie - International Edition, 01.01.2018.

Research output: Contribution to journalArticle

Kuroda, Kiyonori ; Yazaki, Kohei ; Tanaka, Yuya ; Akita, Munetaka ; Sakai, Hayato ; Hasobe, Taku ; Tkachenko, Nikolai V. ; Yoshizawa, Michito. / A Pentacene-based Nanotube Displaying Enriched Electrochemical and Photochemical Activities. In: Angewandte Chemie - International Edition. 2018.
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