化学
铱
催化作用
光化学
镍
偶联反应
溶剂
有机化学
作者
Martins S. Oderinde,Adrián Varela‐Álvarez,Brian Aquila,Daniel W. Robbins,Jeffrey W. Johannes
标识
DOI:10.1021/acs.joc.5b01193
摘要
In order to achieve reproducibility during iridium-photoredox and nickel dual-catalyzed sp3–sp2 carbon–carbon bond-forming reactions, we investigated the role that molecular oxygen (O2), solvent and light-source (CF lamp or blue LED) play in a variety of Ir-photoredox mediated transformations. The presence of O2 was discovered to be important for catalyst activation when air-stable Ni(II) precatalysts were used in DMF under CF lamp irradiation; however, O2 was not required for catalysis when conducted with Ni(COD)2 in the same reaction system. O2 is believed to promote rapid reduction of the Ni(II) precatalyst by Ir(II) to Ni(0). In addition to O2, the effects that solvent and light-source have on the dual-catalyzed decarboxylative cross-coupling reactions will be discussed. These findings have enabled us to develop a more robust dual-catalyzed decarboxylative cross-coupling protocol.
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