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

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• 作者：Matthias Knorn ; Thomas Rawner ; Rafa艂 Czerwieniec ; Oliver Reiser
• 刊名：ACS Catalysis
• 出版年：2015
• 出版时间：September 4, 2015
• 年：2015
• 卷：5
• 期：9
• 页码：5186-5193
• 全文大小：481K
• ISSN：2155-5435

文摘

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-phenanthroline; 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-Cl)(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.