A Generalized Picture of C-C Cross-Coupling
A Generalized Picture of C-C Cross-Coupling
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DOI：
10.1021/acscatal.7b01415
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发表时间：
2017-09-01
期刊：
影响因子：
12.9
通讯作者：
Corminboeuf, Clemence
中科院分区：
文献类型：
--
作者：
Busch, Michael;Wodrich, Matthew D.;Corminboeuf, Clemence
过渡金属催化的交叉偶联反应在化学中占有特殊的地位，因为它们能够连接无数的官能团。此类反应的众多变体（例如，铃木、熊田、根岸等）不同之处在于用于将“R”基团转移到催化剂上的金属转移剂。虽然理解任何单个变体（例如，Suzuki偶联）可以通过直接分析催化循环来完成，说明不同类型的交叉偶联反应之间相互关系的综合图片仍然缺乏。在这里，使用一个工具建立在一个三维的火山图，我们创建一个广义的热力学图片的C-C交叉耦合反应。这种“交叉耦合”基因组不仅有利于更好地理解催化行为，而且还概述了通过操作易于计算的描述符变量来开发新的反应方案的策略。
Transition metal catalyzed cross-coupling reactions occupy a privileged position in chemistry because of their ability to link myriad functional groups. The numerous variants of this class of reactions (e.g., Suzuki, Kumada, Negishi, etc.) differ in the transmetalation agent used to transfer "R" groups onto the catalyst. While understanding any single variant (e.g., Suzuki coupling) can be accomplished through direct analysis of the catalytic cycle, a comprehensive picture that illustrates the interrelationships between the different types of cross coupling reactions remains absent. Here, using a tool built upon a three-dimensional volcano plot, we create a generalized thermodynamic picture of C-C cross-coupling reactions. This "cross-coupling" genome not only facilitates better understanding of catalytic behavior but also outlines strategies for developing new reaction protocols through the manipulation of easily computed descriptor variables.