Division of Applied Chemistry, Graduate School of Natural Science and Technology, and ‡Division of Instrumental Analysis, Department of Instrumental Analysis and Cryogenics, Advanced Science Research Center, Okayama University , 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan.
Org Lett. 2017 Oct 20;19(20):5585-5588. doi: 10.1021/acs.orglett.7b02729. Epub 2017 Oct 5.
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.
从市售的薁合成了薁稠合多环芳烃 (PAH),共四步反应。通过光物理研究证实,所得薁缀合物具有显著变窄的 HOMO-LUMO 能隙和高空气稳定性。薁的引入还赋予了独特的、对酸碱刺激的可逆响应性,即使是弱酸和弱碱也能实现,这有可能通过简单的酸碱和氧化还原过程来控制共轭度和光电性质。