The Malleable Excited States of Benzothiadiazole Dyes and Investigation of their Potential for Photochemical Control

The Malleable Excited States of Benzothiadiazole Dyes and Investigation of their Potential for Photochemical Control
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苯并噻二唑染料的可塑激发态及其光化学控制潜力的研究

DOI:
10.1002/slct.202001980
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发表时间:
2020
期刊:
影响因子:
2.1
通讯作者:
VanVeller, Brett
VanVeller, Brett
中科院分区:
化学4区
文献类型:
--
作者:
Warner, Caroline C.;Thooft, Andrea M.;Norris, Sean R.;Lampkin, Bryan J.;Demirci, Selin K.;VanVeller, Brett

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提出了一种基于改变激发态性质来控制光裂解反应效率的新设计策略。通过将经典的硝基苄基支架与环境敏感染料4-氨基-硝基苯并噻唑结合,合成了一类新型的光活性化合物。在极性溶剂中的照射导致激发态,其被激发用于光化学,而在非极性溶剂中的激发导致激发态,其是光化学活性的。虽然我们的设计假设检验了光化学过程的开/关控制,但与预期的光裂解过程相比,杂环的替代光化学开环似乎是优选的过程。
A new design strategy to control the efficiency of a photocleavage reaction based on changing the nature of the excited state is presented. A novel class of photoactive compounds has been synthesized by combining the classicalo‐nitrobenzyl scaffold with an environmentally sensitive dye, 4‐amino‐nitrobenzothiazole. Irradiation in a polar solvent led to an excited state that was inoperative for photochemistry whereas excitation in a nonpolar solvent led to an excited state that was photochemically active. While our design hypothesis tests true for the on/off control of a photochemical process, an alternative photochemical ring‐opening of the heterocycle appears to be the preferred process in contrast to the intended photocleavage process.
开放共振辅助氢键和竞争准芳香性。
DOI: 10.1021/acs.joc.8b01331
发表时间: 2018
期刊: The Journal of organic chemistry
影响因子: --
作者:
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