Azothiophenes as Visible-Light Photoswitches via n-π∗ Excitations.

IF 16.9 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Tongtong Dang,Xuan-Chi Yu,Xiao Liu,Zhao-Yang Zhang,Xu Zhang,XueBo Chen,Tao Li
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引用次数: 0

Abstract

Selective excitation of the n-π* bands of the E and Z isomers in azoswitches holds great promise for visible-light photoisomerization. However, it has been demonstrated only in a few ortho-substituted azobenzenes and its potential remains largely underexplored. Here we report a novel heteroaryl azo scaffold-azothiophenes-in which the thiophene-2-ester serves as a privileged unit that promotes the separation of n-π* bands. Suitable ortho-electron-withdrawing substituents on the azothiophene scaffold give rise to well-separated n-π* bands of the two isomers in the visible-light region. Therefore, the E→Z and Z→E isomerizations can be selectively induced by green and blue light, respectively. They can achieve impressive photochromic characteristics, including large absorption separation, long switching wavelength (up to 549 nm), high photoconversion yields, prolonged half-lives, and excellent reductant stability. The fundamental design principles established in this work offer new insights for further exploration and advancement of visible-light azoswitches via n-π* excitations.
偶氮噻吩在n-π *激发下的可见光光开关。
偶氮开关中E和Z异构体的n-π*带的选择性激发对可见光光异构化具有很大的前景。然而,它只在少数邻取代偶氮苯中得到证实,其潜力在很大程度上仍未得到充分开发。在这里,我们报道了一种新的杂芳基偶氮支架-偶氮噻吩-其中噻吩-2-酯作为促进n-π*带分离的特权单元。偶氮噻吩支架上合适的邻吸电子取代基使两种异构体在可见光区形成分离良好的n-π*带。因此,绿光和蓝光分别可以选择性地诱导E→Z和Z→E异构化。它们可以实现令人印象深刻的光致变色特性,包括大吸收分离,长开关波长(高达549 nm),高光转化率,延长半衰期和优异的还原剂稳定性。在这项工作中建立的基本设计原理为进一步探索和推进通过n-π*激发的可见光偶氮开关提供了新的见解。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
CiteScore
26.60
自引率
6.60%
发文量
3549
审稿时长
1.5 months
期刊介绍: Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.
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