A reassessment of the transition-metal free Suzuki-type coupling methodology
A reassessment of the transition-metal free Suzuki-type coupling methodology
复制标题
DOI：
10.1021/jo048531j
复制
发表时间：
2005-01-07
影响因子：
3.6
通讯作者：
Singer, RD
中科院分区：
文献类型：
--
作者：
Arvela, RK;Leadbeater, NE;Singer, RD
我们在这里提出了一个重新评估我们的过渡金属自由铃木型耦合协议。我们认为，尽管反应可以在不需要添加金属催化剂的情况下进行，但在市售碳酸钠中发现的低至50 ppb水平的钯污染物是产生联芳基的原因，而不是如前所述的替代性非钯介导的途径。我们提出了一个修订的方法铃木偶联使用超低钯浓度与芳基和乙烯基硼酸，并讨论了硼酸的纯度对反应的影响。
We present here a reassessment of our transition-metal free Suzuki-type coupling protocol. We believe that, although the reaction can be run without the need for addition of a metal catalyst, palladium contaminants down to a level of 50 ppb found in commercially available sodium carbonate are responsible for the generation of the biaryl rather than, as previously suggested, an alternative non-palladium-mediated pathway. We present a revised methodology for Suzuki couplings using ultralow palladium concentrations for use with aryl and vinyl boronic acids and discuss the effects of the purity of the boronic acid on the reaction.