Structure-Catalytic Activity in a Series of Push-Pull Dicyanopyrazine/Dicyanoimidazole Photoredox Catalysts

被引：26

作者：

Hlouskova, Zuzana ^{[1
]}

Tydlitat, Jiri ^{[1
]}

Kong, Manman ^{[2
]}

Pytela, Oldrich ^{[1
]}

Mikysek, Tomas ^{[3
]}

Klikar, Milan ^{[1
]}

Almonasy, Numan ^{[1
]}

Dvorak, Miroslav ^{[4
]}

Jiang, Zhiyong ^{[2
]}

Ruzicka, Ales ^{[5
]}

Bures, Filip ^{[1
]}

机构：

[1] Univ Pardubice, Inst Organ Chem & Technol, Fac Chem Technol, Studentska 573, Pardubice 53210, Czech Republic

[2] Henan Univ, Key Lab Nat Med & Immunoengn Henan Prov, Kaifeng 475004, Henan, Peoples R China

[3] Univ Pardubice, Fac Chem Technol, Dept Analyt Chem, Studentska 573, Pardubice 57353210, Czech Republic

[4] Czech Tech Univ, Dept Phys Elect, Fac Nucl Sci & Phys Engn, V Holesovickach 2, CZ-18000 Prague, Czech Republic

[5] Univ Pardubice, Dept Gen & Inorgan Chem, Fac Chem Technol, Studentska 573, Pardubice 53210, Czech Republic

来源：

CHEMISTRYSELECT | 2018年 / 3卷 / 16期

关键词：

cyclic amines; dicyanoimidazole; dicyanopyrazine; photoredox catalysis; structure-property relationships; VISIBLE-LIGHT PHOTOCATALYSIS; ELECTRON-TRANSFER; MERGING PHOTOREDOX; AROMATICITY INDEX; METAL-FREE; ARYLATION; PHOTOOXIDATION; ACTIVATION; OXIDATION; STRATEGY;

D O I：

10.1002/slct.201800719

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of dicyanopyrazine and dicyanoimidazole derived push-pull molecules have been prepared and further investigated as photoredox catalysts. The fundamental properties of the catalysts were studied by DSC, X-ray analysis, absorption/emission spectra, and electrochemistry and were completed with the DFT results. The catalytic activity has been evaluated in visible light induced alpha-functionalization of amines (cross-dehydrogenative coupling and annulation reaction of tetrahydroisoquinolines). Thorough structure-property-catalytic activity relationships were elucidated. The developed series of tailored organic photoredox catalysts allows synthetic chemists to perform desired reactions under sustainable and mild conditions employing solely visible light as a source of energy.

引用

页码：4262 / 4270

页数：9

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