[Copper(phenanthroline)(bisisonitrile)+-Complexes for the Visible-Light-Mediated Atom Transfer Radical Addition and Allylation Reactions

被引：166
作者：
Knorn, Matthias [1 ]
Rawner, Thomas [1 ]
Czerwieniec, Rafal [2 ]
Reiser, Oliver [1 ]
机构：
[1] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany
[2] Univ Regensburg, Inst Phys Chem, D-93053 Regensburg, Germany
来源：
ACS CATALYSIS | 2015年 / 5卷 / 09期
关键词：
copper; isonitrile; visible-light photocatalysis; atom transfer radical addition; allylation; PHOTOCATALYTIC HYDROGEN-PRODUCTION; COPPER(I) ISOCYANIDE COMPLEXES; ACTIVATED DELAYED FLUORESCENCE; METAL-FREE SYSTEM; PHOTOREDOX CATALYSIS; CU(I) COMPLEXES; PHOTOPHYSICAL PROPERTIES; EMITTING-DIODES; ALPHA-BROMOCHALCONES; WATER REDUCTION;
D O I：
10.1021/acscatal.5b01071
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A series of heteroleptic [Cu(phenantroline)(bisisonitrile)](+)-complexes was synthesized, and their structural, spectroscopic, and electrochemical properties were investigated. The new copper(I) complexes were employed as photoredox-catalysts in the visible-light-mediated atom transfer radical addition (ATRA). Especially, [Cu(dpp)(binc)]BF4 (6a-BF4) (dpp = 2,9-diphenyl-1,10-phenan-throline; binc = bis(2-isocyanophenyl) phenylphosphonate) proved to be highly active owing to an enhanced excited-state lifetime compared to the commonly employed [Cu(dap)(2)]Cl (1-CI)(dap = 2,9-di(p-anisyl)-1,10-phenanthroline). Furthermore, the catalyst could be applied to allylation reactions with trimethylallylsilane under mild visible-light photoredox conditions.
引用
收藏
页码：5186 / 5193
页数：8
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