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
收藏
页码：4262 / 4270
页数：9
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