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A Pentacene-based Nanotube Displaying Enriched Electrochemical and Photochemical Activities

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Details

Original languageEnglish
Pages (from-to)1115-1119
JournalAngewandte Chemie - International Edition
Volume58
Issue number4
Early online date2018
DOIs
Publication statusPublished - Jan 2019
Publication typeA1 Journal article-refereed

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.

ASJC Scopus subject areas

Keywords

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

Publication forum classification

Field of science, Statistics Finland