On the mechanism of photocatalytic reactions with eosin Y

被引:227
作者
Majek, Michal [1 ]
Filace, Fabiana [2 ]
Jacobi von Wangelin, Axel [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, D-93040 Regensburg, Germany
[2] Univ Alcala, Inst Organ Chem, Madrid, Spain
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 10卷
关键词
mechanism; organocatalysis; photocatalysis; photoredox catalysis; quantum yields; visible light; PHOTOREDOX CATALYSIS; METAL-FREE; ARYL RADICALS; C-C; ARYLATION; SALTS; BORYLATION; REACTIVITY; IONS;
D O I
10.3762/bjoc.10.97
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A combined spectroscopic, synthetic, and apparative study has allowed a more detailed mechanistic rationalization of several recently reported eosin Y-catalyzed aromatic substitutions at arenediazonium salts. The operation of rapid acid-base equilibria, direct photolysis pathways, and radical chain reactions has been discussed on the basis of pH, solvent polarity, lamp type, absorption properties, and quantum yields. Determination of the latter proved to be an especially valuable tool for the distinction between radical chain and photocatalytic reactions.
引用
收藏
页码:981 / 989
页数:9
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