Understanding the role played by protic ionic liquids (PILs) and the substituent effect for enhancing the generation of Z-cinnamic acid derivatives.,Photochemical & Photobiological Sciences

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Understanding the role played by protic ionic liquids (PILs) and the substituent effect for enhancing the generation of Z-cinnamic acid derivatives.
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2020-05-20 , DOI: 10.1039/d0pp00072h
Rocío B Rodríguez _{1,

2} , Ramiro L Zapata ₁ , María L Salum _{1,

3} , Rosa Erra-Balsells _{1,

3}

Affiliation

Photoisomerization of a series of substituted E-cinnamic acids in MeCN in their acid forms and as their corresponding protic ionic liquids (PILs) with light of 300 nm is studied. The nature, strength, number, and position effects of substituents on the photochemical behavior of E-cinnamic derivatives are investigated. The photosensitization of the reaction in the presence of Michler's ketone is also studied at 366 nm and it demonstrates that the triplet-excited state is involved in the reaction. As the presence of n-butylamine needed to form the PILs significantly increases the photoproduct yields in all cases, the role of the PILs is also discussed. Thus, understanding of these fundamental aspects has allowed us to establish an excellent and practical synthetic protocol for successfully synthesizing Z-cinnamic acids.

中文翻译：

了解质子离子液体 (PIL) 的作用以及增强 Z-肉桂酸衍生物生成的取代基效应。

研究了一系列取代的E-肉桂酸在 MeCN 中以其酸形式及其相应的质子离子液体 (PIL) 在 300 nm 光下的光致异构化。研究了取代基的性质、强度、数量和位置对E-肉桂酸衍生物光化学行为的影响。还在 366 nm 处研究了米蚩酮存在下该反应的光敏化，并证明了该反应涉及三重激发态。由于形成 PIL 所需的正丁胺的存在显着增加了所有情况下的光产物产量，因此还讨论了 PIL 的作用。因此，对这些基本方面的了解使我们能够建立一个优秀且实用的合成方案来成功合成Z-肉桂酸。

更新日期：2020-05-20

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