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 language | English |
|---|---|
| Pages (from-to) | 5585-5588 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 19 |
| Issue number | 20 |
| DOIs | |
| Publication status | Published - Oct 20 2017 |
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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 journal › Article
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TY - JOUR
T1 - Azulene-Fused Linear Polycyclic Aromatic Hydrocarbons with Small Bandgap, High Stability, and Reversible Stimuli Responsiveness
AU - Murai, Masahito
AU - Iba, Shinji
AU - Ota, Hiromi
AU - Takai, Kazuhiko
PY - 2017/10/20
Y1 - 2017/10/20
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85031825624&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85031825624&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.7b02729
DO - 10.1021/acs.orglett.7b02729
M3 - Article
AN - SCOPUS:85031825624
VL - 19
SP - 5585
EP - 5588
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 20
ER -