Computational study of the transmetalation process in the Suzuki-Miyaura cross-coupling of aryls
Computational study of the transmetalation process in the Suzuki-Miyaura cross-coupling of aryls
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DOI：
10.1016/j.jorganchem.2006.02.015
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发表时间：
2006-10-15
影响因子：
2.3
通讯作者：
Maseras, Feliu
中科院分区：
文献类型：
--
作者：
Braga, Ataualpa A. C.;Morgon, Nelson H.;Maseras, Feliu
采用Becke3LYP泛函，通过密度泛函DFT计算，分析了芳基间Suzuki-Miyaura交叉偶联的转金属化步骤。所考虑的卤化物为Ph-Br，有机硼酸为Ph-B(OH)(2)。模型催化剂为Pd(Ph_3)(2)，碱为OH-。转金属作用被认为是从Pd(Ph)(PH3)(2)Br络合物开始的，Pd(Ph)(2)是氧化加成的产物。将所得结果与前人对乙烯基类反应的研究结果进行了比较，结果表明反应机理非常相似。(C)2006爱思唯尔B.V.保留所有权利。
The transmetalation step of the Suzuki-Miyaura cross-coupling between aryl groups is analyzed by means of DFT calculations with the Becke3LYP functional. The halide considered is Ph-Br, and the organoboronic acid is Ph-B(OH)(2). The model catalyst is Pd(PH3)(2), and the base, OH-. The transmetalation is considered to start from the Pd(Ph)(PH3)(2)Br complex, the product of the oxidative addition. The results are compared with those of a previous study on the analogous reaction with vinyl groups, and it is shown that the reaction mechanism is very similar. (c) 2006 Elsevier B.V. All rights reserved.