Azulene-Fused Linear Polycyclic Aromatic Hydrocarbons with Small Bandgap, High Stability, and Reversible Stimuli Responsiveness

Masahito Murai, Shinji Iba, Hiromi Ota, Kazuhiko Takai

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Azulene-fused polycyclic aromatic hydrocarbons (PAHs) were synthesized from commercially available azulene in four steps. The resulting azulene conjugates exhibited significantly narrow HOMO-LUMO bandgaps with high air stability, confirmed by photophysical study. Introduction of azulene also enabled the unique reversible stimuli-responsiveness even with the weak acid and base, which can potentially control the degree of conjugation and optoelectronic properties by simple acid-base and redox processes.

Original languageEnglish
Pages (from-to)5585-5588
Number of pages4
JournalOrganic Letters
Volume19
Issue number20
DOIs
Publication statusPublished - Oct 20 2017

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azulene
Polycyclic Aromatic Hydrocarbons
polycyclic aromatic hydrocarbons
stimuli
Energy gap
acids
Acids
conjugation
Optoelectronic devices
Oxidation-Reduction
Air
air

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Azulene-Fused Linear Polycyclic Aromatic Hydrocarbons with Small Bandgap, High Stability, and Reversible Stimuli Responsiveness. / Murai, Masahito; Iba, Shinji; Ota, Hiromi; Takai, Kazuhiko.

In: Organic Letters, Vol. 19, No. 20, 20.10.2017, p. 5585-5588.

Research output: Contribution to journalArticle

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