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The Malleable Excited States of Benzothiadiazole Dyes and Investigation of their Potential for Photochemical Control
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-06-22 , DOI: 10.1002/slct.202001980
Caroline C. Warner 1 , Andrea M. Thooft 1 , Sean R. Norris 1 , Bryan J. Lampkin 1 , Selin K. Demirci 2 , Brett VanVeller 1
Affiliation  

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 classical o ‐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.

中文翻译:

苯并噻二唑染料的可锻激发态及其光化学控制潜力的研究

提出了一种基于改变激发态性质来控制光解反应效率的新设计策略。通过将经典的硝基苄基支架与对环境敏感的染料4-氨基硝基苯并噻唑相结合,合成了一类新型的光敏化合物。在极性溶剂中的照射导致激发态对光化学无效,而在非极性溶剂中的激发导致激发态具有光化学活性。虽然我们的设计假设测试了对光化学过程的开/关控制的正确性,但与预期的光裂解过程相比,杂环的替代性光化学开环似乎是首选过程。
更新日期:2020-06-23
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