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薁并线性多环芳烃具有小带隙、高稳定性和可逆刺激响应性。

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

机构信息

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.

出版信息

Org Lett. 2017 Oct 20;19(20):5585-5588. doi: 10.1021/acs.orglett.7b02729. Epub 2017 Oct 5.

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.

摘要

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。

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