室温下双分子光氧化还原体系中异芳羧酸与烯烃的脱羧自由基加成反应。

IF 2.5 4区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

ChemistryOpen Pub Date : 2025-04-28 DOI:10.1002/open.202500232

Daisuke Suzuki, Ryoga Hashimoto, Toshiki Furutani, Mugen Yamawaki, Hirotsugu Suzuki, Yasuharu Yoshimi

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引用次数: 0

摘要

在双分子光氧化还原体系中，使用联苯（BP）和9,10-二氰蒽（DCA）在不加热的情况下，实现了芳基羧酸（包括杂芳香羧酸）对缺电子烯烃的光诱导脱羧自由基加成。在室温下，低效率的后电子转移到芳基羧基自由基导致脱羧。各种杂芳香羧酸，包括吡啶酸、烟酸、喹啉羧酸和吡啶羧酸，被用作光反应的底物。不被碱激活的长时间照射通过促进BP•+对羧酸的去质子化成功地导致脱羧。

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Visible Light-Induced Decarboxylative Radical Addition of Heteroaromatic Carboxylic Acids to Alkenes at Room Temperature in Two-Molecule Photoredox System.

The photoinduced decarboxylative radical addition of aryl carboxylic acids, including heteroaromatic carboxylic acids, to electron-deficient alkenes is achieved in a two-molecule photoredox system using a combination of biphenyl (BP) and 9,10-dicyanoanthracene (DCA) without heating. The low efficiency of the back-electron transfer to aryl carboxyl radicals leads to decarboxylation at room temperature. Various heteroaromatic carboxylic acids, including picolinic acid, nicotinic acid, quinoline carboxylic acid, and pyridazine carboxylic acid, are employed as substrates in the photoreaction. Prolonged irradiation without activation by a base successfully leads to decarboxylation by promoting the deprotonation of carboxylic acids by BP^•+.

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来源期刊

ChemistryOpen CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

4.80

自引率

4.30%

发文量

143

审稿时长

1 months

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